The Gen Mess with Tess

You did everything right. The school, the job, the hustle. You followed the path, and you're good at it! So why does it still feel like something's missing?This week, Tess sits down with Malaika Smyth, a coach for high achievers who have checked every box and still find themselves asking a surprisingly hard question: what do I actually want for myself?Malaika brings a rare combination of experience as a Division I athlete background, nearly eight years scaling coaching operations at BetterUp from 50 to over 3,500 coaches, and her own winding path through quarter-life crisis, identity shifts, and a gift box business detour. She helps people build success that actually feels like theirs.This conversation goes deep on the psychology of high achievement, what Silicon Valley's performance culture does to young people, and why so many accomplished professionals have never once stopped to ask what they actually want.In this episode:Why high achievers often tie their entire self-worth to how hard they workThe Silicon Valley "duck effect" — calm on the surface, paddling furiously underneathWhat a Gen Z employee taught Malaika about a kind of career maturity she'd never seen beforeWhy age doesn't automatically equal wisdom — and what actually doesThe sunk cost trap that keeps high achievers stuck on the wrong pathWhat every client ultimately wants at their core (it's always the same thing)The 75-year-old exercise that cuts through all the noise and gets to what actually mattersWhere AI fits in the future of coaching — and where it absolutely doesn'tTo connect with Malaika Smyth, visit malaikasmyth.com or find her on LinkedIn.CHAPTER TIMESTAMPS00:00 — Welcome & Malaika Smyth introduction01:20 — When Malaika first questioned whether being a high achiever was actually working for her02:43 — Where the drive came from — internal wiring or outside pressure?04:10 — Growing up in Silicon Valley: the unspoken assumption that you had to do something "big"07:00 — The duck metaphor: calm on the surface, paddling furiously underneath08:40 — College as non-negotiable — and how environment sets a path without anyone saying a word09:50 — Graduating in 2014: a Bay Area overflowing with opportunity and equity dreams11:00 — Following her brother into product management — and realizing it wasn't right11:40 — Quarter-life crisis at year two: the moment she knew something had to change12:40 — Designing Your Life — the book that opened a new door13:50 — Joining BetterUp and discovering what coaching actually was14:55 — The question Malaika asks clients who are rewarded for hustle16:00 — "My only value is that I work hard" — and why coaching helped her see beyond it17:00 — The decision to leave BetterUp and what came next18:30 — The gift box business detour — and the important lesson it taught20:25 — The sunk cost trap: why people stay on the wrong path long after they know better23:40 — Selling yourself vs. selling a product: the vulnerability of a coaching business24:35 — "I don't really care if you work with me. I care that you work on yourself."28:45 — The power of silence — and celebration — in a coaching session32:00 — Learning to trust your instincts and why being wrong can still be useful37:30 — What every client ultimately wants at their core39:50 — Managing both younger and older employees at BetterUp41:10 — The Gen Z employee who floored Malaika with an unexpected kind of maturity43:00 — Age does not equal wisdom — a lesson that changed how Malaika leads46:45 — "I've been talking to ChatGPT all morning and I need to talk to a human"48:00 — Tess on AI: the real hope, the real fear, and what's actually at stake54:15 — The first question to ask when you've done everything right and it still feels off55:00 — The 75-year-old exercise: what do you want your life to have been about?57:00 — How to connect with Malaika + closing thoughts Hosted on Acast. See acast.com/privacy for more information.

You gave the feedback carefully. You were constructive. You even thought through every word. And they still shut down.If you're a manager or HR leader wondering why feedback conversations keep going sideways, this episode is the one you've been waiting for.Tess Brigham breaks down the neuroscience of why feedback feels like a threat, why Gen Z is particularly activated by it (hint: it makes complete psychological sense), and why the feedback models most leaders were trained on were built for a different era.You'll walk away with a completely different understanding of what's happening in that room and three concrete shifts you can make starting with your very next conversation.In this episode:Why the brain experiences feedback as a social threat, and what that means for your employeesDavid Rock's SCARF model and the five psychological domains a single feedback conversation can trigger simultaneouslyWhy Gen Z carries a higher baseline of anxiety into these conversations than any previous generation, and why that's not the same as being fragileThe critical difference between feedback landing as information versus landing as a verdictWhy technically correct feedback still fails when the environment isn't psychologically safeThree shifts to make right now: establishing safety first, separating behavior from identity, and giving space to processThe fourth shift most managers skip, and why it changes everythingCHAPTER TIMESTAMPS00:00 — The feedback conversation that went sideways — and the question every manager has01:00 — "Can't they just take feedback like an adult?" — naming what nobody says out loud01:45 — The neuroscience: why feedback is a threat, not just information02:27 — The SCARF model: the five domains your brain monitors for safety03:30 — What a single feedback conversation triggers simultaneously in the brain04:45 — Why this hits Gen Z harder — and why it's not about fragility05:30 — How social media turned their adolescence into a constant performance evaluation06:15 — Graduating into a pandemic: what Gen Z never got from their first jobs07:00 — When criticism lands as a verdict, not information07:45 — A real client story: the five-minute feedback that caused four days of dread09:00 — Why the old feedback playbook is quietly breaking down09:28 — The broken assumptions behind the feedback sandwich and annual reviews11:00 — Three shifts to make starting with your next conversation11:15 — Shift 1: Establish safety before you say anything critical13:00 — Shift 2: Separate behavior from identity — out loud, every single time14:30 — Shift 3: Give them time and space to process before expecting a response16:20 — Why "closing" a feedback conversation is the wrong instinct17:30 — The fourth shift: check your own nervous system before you walk in19:00 — Why walking in frustrated defeats the entire conversation20:00 — The bottom line: what managers who are getting this right actually understand21:00 — Free resources: the Gen Z Playbook + related episodesDownload Tess's free Gen Z Playbook at TessBrigham.com. Related episodes:Episode 52 (Why Gen Z Keeps Asking Questions at Work) Episode 47 (The Manager Effect | Why Your Boss Impacts Your Mental Health More Than You Think with Ashley Herd) Hosted on Acast. See acast.com/privacy for more information.

Is AI really replacing jobs, or are we misunderstanding AI's role at work?In this episode of The Gen Mess with Tess, Tess Brigham sits down with People Operations executive Erin Turnmeyer to break down what leaders, employees, and organizations are getting wrong about AI in the workplace.With 15+ years of experience building talent systems, including time at the Office of the Director of National Intelligence, Erin brings a data-driven perspective on how AI, automation, and analytics are reshaping work.💡 In this episode, we cover:Why AI is a force multiplier, not a replacementThe real reason companies are making AI-related layoffsWhat tasks should (and should NOT) be automatedHow to use AI without losing the human element at workWhy resume screening with AI can backfirePractical ways to start using AI without feeling overwhelmedHow early-career professionals can stand out in an AI-driven worldIf you’ve been feeling anxious, confused, or curious about AI, this conversation will help you rethink what’s actually happening—and how to adapt without fear.Whether you’re a leader, job seeker, or just trying to keep up with the future of work, this episode will give you clarity and practical takeaways.Timestamps00:00 – Intro: “Fixing the mess vs living in it”00:42 – Meet Erin Turnmeyer (People Ops + AI perspective)01:05 – From chem bio weapons analyst → HR leader03:10 – What people get wrong about AI at work04:00 – “AI is a force multiplier, not a replacement”05:00 – Fear-based headlines & why they’re misleading06:00 – Why fear blocks people from learning AI07:30 – How companies fail at AI adoption08:15 – Real example: teaching AI internally at work09:30 – What AI should NOT replace (human touchpoints)10:30 – What to automate vs keep human11:10 – Why AI resume screening is flawed13:00 – Smart ways to use AI in recruiting (without bias)15:00 – Removing “administrative weight” from work16:00 – Will AI lead to layoffs—or growth?17:00 – The real opportunity: 20% more strategic thinking18:10 – Why companies must allow time to learn AI19:20 – Advice for early-career professionals20:00 – Using AI as a daily learning coach21:30 – Don’t outsource your thinking23:00 – Could AI finally deliver work-life balance?24:00 – The 4-day workweek conversation25:00 – Real-world AI use cases (healthcare, systems, etc.)26:00 – What happens to jobs AI can fully replace?27:00 – What actually gets someone hired today28:00 – Why AI-generated resumes are hurting candidates30:00 – How to use AI correctly for resumes32:00 – Training AI to sound like you34:00 – Spotting AI-generated applications instantly35:00 – How young professionals can “train” AI on themselves37:00 – Using AI as a thinking partner (not a cheerleader)38:00 – Trust but verify: why sources matter40:00 – First step: how to start using AI today41:00 – Unexpected tip: use AI for shopping decisions43:00 – Final thoughts + where to find ErinConnect with Tess at tessbrigham.comSubscribe to Erin's Substack, AI for Human Operators, at hrai.substack.com Hosted on Acast. See acast.com/privacy for more information.

No one really warns you how psychologically hard early career can be.You learn how to write a resume, interview, and get hired, but almost no one explains what it feels like once you’re inside the workplace. You're being evaluated constantly, questioning yourself, guessing the rules, and trying to build confidence without experience.In this episode of The Gen Mess with Tess, Tess Brigham explains why the beginning of your career can feel so mentally intense, and why that experience is often misunderstood. She breaks down the psychological weight of uncertainty, self-doubt, comparison, unclear expectations, and why many young professionals incorrectly assume they are the problem when they are often responding normally to a demanding environment.Tess also addresses something leaders need to hear clearly: being early career does not mean someone should tolerate unhealthy behavior, poor emotional regulation, or unclear leadership.This is Part 2 of Tess’s solo series on the psychology of work and why younger employees need more clarity, not more criticism.Chapter Timestamps00:00 Why early career hits harder than expected01:05 Learning who you are while being evaluated02:20 Why young professionals internalize stress03:05 High expectations, low control, constant comparison04:20 Why unclear environments create self-doubt04:50 What young employees should never normalize05:30 Why yelling at work should not be accepted06:15 Discomfort vs unhealthy environments06:50 How to separate mistakes from identity07:40 What leaders owe early-career employees Be sure to subscribe so you never miss a weekly episode. To learn more, or to Shop available resources, visit tessbrigham.com Hosted on Acast. See acast.com/privacy for more information.

Think you're not a morning person? Think again.This week, Tess sits down with Amy Landino, bestselling author, content creator, and founder of Vlog Boss Studios. Together, they blow up everything you think you know about morning routines, productivity, and what it actually means to start your day on your own terms.Amy's newly expanded book, Good Morning, Good Life, isn't about waking up at 5am or turning your morning into an Instagram aesthetic. It's about reclaiming ownership of your day before the world gets a vote, and her simple three-bucket framework (Movement, Mindfulness, and Mastery) makes that possible for anyone, in any season of life.Tess and Amy also get into the messy generational stuff: why Millennials were conditioned to believe "work harder" was always the answer, why a six-figure business might actually be the wrong goal, and the moment Amy told her dad she'd already made $90K that year and watched him go completely speechless.In this episode:Why your morning routine is probably built around someone else's agendaThe key difference between starting your day "on offense" vs. "on defense"Amy's three-bucket framework: Movement, Mindfulness & Mastery explained simplyThe real reason you're "not a morning person" (it's not what you think)Why a six-figure business might be the worst goal you're chasing right nowThe Millennial financial reality: student loans, a broken housing market, and boomer advice that no longer appliesHow self-compassion and accountability actually work together, not against each otherAmy Landino's book Good Morning, Good Life is available now. DM Amy on Instagram @AmyLandino the word "Tess" to receive her free Extraordinary Action Framework.CHAPTER TIMESTAMPS00:00 — Welcome & Amy Landino introduction01:00 — Amy's origin story: moving out at 18 and the "there's gotta be a better way" mindset04:00 — The wedding video that started everything — and how YouTube changed her life07:00 — What people get wrong about morning routines (hint: Instagram flex culture)09:30 — Checking email vs. checking your goals: offense vs. defense12:00 — Why you apologize for not replying fast enough — and why you need to stop13:15 — Is Good Morning, Good Life the Gen Z version of Miracle Morning? Tess makes the case16:45 — The three-bucket framework: Movement, Mindfulness & Mastery19:20 — Tess's morning confession: sitting with her dogs, and finally giving herself permission21:00 — "I'm not a morning person" — the #1 objection, completely reframed24:00 — "But I have kids" — excuse #2, and Amy's surprisingly honest answer28:45 — The Extraordinary Action Framework: DM Amy on Instagram to get it free29:20 — Self-compassion + accountability: why they're not opposites33:45 — Screw "realistic" — why shooting for the unrealistic actually makes sense34:45 — Hot take: Why Amy tells clients with six-figure businesses to just go get a job40:00 — Generational spotlight: Millennials as the internet's guinea pigs42:30 — Student loans, the housing market, and what Millennials actually inherited47:20 — Boomer advice vs. Millennial reality — a tension that's very, very real48:00 — The $90K moment: Amy's dad, and why the people who love you don't always know what's possible for youSUBSCRIBE to The Gen Mess with Tess podcast for weekly insights on workplace culture, generational challenges, and relationship advice. Hosted on Acast. See acast.com/privacy for more information.

Why does one vague comment from your boss stay in your head all day? Why does being left off a meeting invite suddenly feel personal? Why can work feel emotionally exhausting even when you’re technically “doing fine”?In this episode of The Gen Mess with Tess, Tess Brigham explains why work is never just about tasks, productivity, or performance—it’s psychological.From feedback and comparison to belonging, safety, and identity, Tess breaks down what’s happening beneath the surface when work stress feels bigger than the moment itself. She also explains why so many leaders misread performance issues that are actually clarity issues, communication issues, or nervous-system responses.If you’ve ever replayed a Slack message, questioned yourself after feedback, or wondered why Gen Z seems to experience work differently, this episode explains why.This is part 1 of a 2-part solo series on the emotional reality of work, leadership, and what younger employees are actually experiencing in today’s workplace. Part 2 will be published next week. Chapter Timestamps00:00 Why work is more psychological than most people realize01:10 Why your brain treats work stress like threat02:20 Why vague feedback feels personal03:15 Work, identity, and self-worth04:10 Why comparison intensifies workplace anxiety04:45 What leaders misunderstand about Gen Z retention06:00 Why Gen Z isn’t “too sensitive”07:10 Communication problems are often anxiety problems08:05 Why retention is a mental health issue09:00 The key question leaders should ask instead visit tessbrigham.com to learn more Hosted on Acast. See acast.com/privacy for more information.

In Episode 53 of The Gen Mess with Tess, Tess Brigham sits down with Amy Leneker, founder and CEO of the Center for Joyful Work, to explore why burnout keeps happening even to highly successful leaders who know better.Amy has helped more than 100,000 leaders and teams, including Fortune 100 companies, rethink leadership, workplace stress, and employee well-being. A former public policy executive and recovering workaholic, Amy shares how burning out twice forced her to confront the internal patterns that kept driving overwork, achievement, and chronic stress.Together, Tess and Amy unpack why burnout is not simply about workload; it is often tied to identity, workplace systems, leadership culture, and the stories people tell themselves about success.This conversation explores:why high performers often confuse overworking with worthhow burnout can repeat even after changing jobswhat workplace stress is doing to leadership pipelineswhy younger employees are redefining ambitionhow Gen Z experiences stress differently at workwhy recognition and appreciation matter more than many leaders realizethe three conditions that create joy at work: meaning, mattering, and momentumhow AI may force a new era of critical thinking in leadershipAmy also shares findings from her national workforce research showing that employees increasingly need joy at work to perform well, yet many leaders still operate inside systems that reward exhaustion instead of sustainability.For HR leaders, managers, and executives, this episode offers a practical framework for understanding employee burnout, generational tension, workplace stress, leadership development, and what healthy ambition may need to look like next.If your organization is asking why employees are disengaged, overwhelmed, or pulling back from leadership, this conversation explains what may be underneath it.Chapters with Timestamps00:00 – Why Amy Leneker Burned Out Twice02:14 – The Stress Story High Achievers Carry04:12 – Why Leadership Still Rewards Burnout06:45 – Why Joy Belongs in the Future of Leadership08:21 – Gen Z, Stress, and New Definitions of Work11:52 – Are Younger Workers Redefining Ambition?16:15 – The Three Conditions That Create Joy at Work20:23 – Why Gen Z Needs Appreciation More Than Leaders Think25:36 – The Exercise That Changed Amy’s Career31:13 – Parenting, Leadership, and Invisible Overwork35:01 – Why Workplace Systems Keep Breaking People40:13 – AI, Critical Thinking, and the Future of Work Hosted on Acast. See acast.com/privacy for more information.

In Episode 52 of The Gen Mess with Tess, Tess explores one of the most misunderstood workplace dynamics right now: why younger employees keep asking for transparency, and why many leaders misread that as entitlement.While transparency is often described as a Gen Z workplace preference, Tess argues it is something much deeper: a psychological response to growing up in a world where trust has become increasingly fragile.From financial instability and public institutional failures to social media fabrication, layoffs over Zoom, and the rise of AI, younger workers have developed a sharper need to understand what is real, what is changing, and what leaders are not saying.In this episode, Tess explains why transparency is no longer just a communication style. and is now the foundation of trust in modern organizations.Why Gen Z’s questions are often about safety, not defianceHow uncertainty activates worst-case thinking in the brainWhy silence from leadership often increases workplace anxietyThe difference between transparency and oversharingHow honesty improves motivation, engagement, and retentionWhy every generation benefits when leaders communicate clearlyFor HR leaders and managers, this episode offers a practical lens on why communication gaps create disengagement — and why explaining reality clearly may be one of the most powerful leadership tools available today.Because in today’s workplace, transparency is not a bonus. It is how trust gets built.Chapters with Timestamps00:00 – Why Transparency Keeps Coming Up in Every Workplace Conversation 02:20 – Why Gen Z Grew Up Distrusting Systems 04:38 – What the Brain Does When Information Is Missing 06:15 – Why Transparency Matters More Than Perfection 07:04 – A CEO’s Silence During Uncertainty 08:45 – How Honesty Calms the Nervous System 09:26 – Why Motivation Drops When Trust Is Unclear 10:45 – Transparency vs Oversharing 11:46 – Why Every Generation Needs More Clarity 13:10 – The Leadership Advantage of Honest Communication 14:04 – Final Takeaway: Transparency Rebuilds Trust Hosted on Acast. See acast.com/privacy for more information.

In Episode 51 of The Gen Mess with Tess, Tess is joined by Corrine Ishio, founder of My Working Soul, to explore a challenge many fast-growing companies face but rarely talk about: scaling the business faster than the culture can keep up.When organizations grow quickly, hiring often becomes reactive. Leaders focus on roles and results, while the human side of the company quietly gets lost. The result? Misalignment, disengagement, and teams that no longer feel connected to the mission that once energized them.Corrine shares her perspective from years working in talent, recruiting, and HR; helping founders and leadership teams rethink how they hire, communicate, and define culture during periods of rapid growth.In this conversation, Tess and Corrine explore:Why companies struggle to maintain culture as they scaleThe complicated role HR plays between employees and leadershipHow generational misunderstandings shape today’s workplaceWhy Gen Z communication patterns are confusing many managersThe influence of social media on workplace behavior and identityWhy purpose is becoming central to work in the AI eraThey also discuss how leaders can create healthier workplaces by focusing less on rigid definitions of culture and more on communication, self-awareness, and intentional hiring. Because when companies grow quickly, it’s easy to forget the most important part of any organization: the humans building it.Chapters (Timestamps)00:00 – Introduction to Corrine Ishio & My Working Soul 01:05 – Corrine’s Path Into HR & Human-Centered Work 04:00 – What HR Actually Does (vs. what people think it does) 07:00 – Why HR Often Feels Stuck Between Employees & Companies 11:00 – The “Human” Lens Inside Business Operations 13:00 – The Meaning Behind “My Working Soul” 17:00 – Why Culture Breaks When Companies Grow Quickly 20:30 – What a Healthy Workplace Actually Looks Like 23:00 – Communication Differences Across Generations 29:30 – Why Younger Workers Are Often Misunderstood 34:30 – Purpose, Work, and the AI Era 38:30 – Are Younger Employees Harder to Manage? 43:00 – Millennials, Social Media, and Cultural Fragmentation 49:00 – Safety, Identity, and the Digital Workplace Hosted on Acast. See acast.com/privacy for more information.

In Episode 50 of The Gen Mess with Tess, Tess explores a dynamic that quietly derails high performers at every level: the moment work starts to feel like a test.When every meeting feels evaluative and every decision feels like it determines your worth, anxiety rises, and performance often drops. Tess unpacks why this happens and why the solution isn’t caring less, but redefining what actually belongs to you.Drawing from her clinical work with emerging leaders, she breaks down:Why over-focusing on outcomes increases anxiety and self-consciousnessThe psychological difference between effort and approvalHow new managers get stuck trying to predict reactionsWhy Gen Z struggles uniquely in a metrics-driven cultureThe mindset shift that restores confidence, clarity, and flowFrom a first-time manager learning to lead without control, to unexpected lessons from Olympic figure skating and competitive design, Tess illustrates one central truth:Your job is the effort. The outcome was never yours to manage.For HR leaders and executives, this episode is also a leadership lens. When organizations unintentionally create constant evaluation environments, employees tighten up — and innovation suffers. If you’re navigating pressure, perfectionism, or performance anxiety — this episode will help you rethink control and reconnect with your best work.Chapters with Timestamps00:00 – Welcome: When Work Starts to Feel Like a Test 02:00 – Why Anxiety Increases When Outcomes Feel Personal 04:30 – What “Letting Go of the Outcome” Actually Means 06:00 – Effort vs. Approval: The Critical Distinction 07:30 – Case Study: Brittany’s Transition to Management 11:00 – The Office Hours Experiment 13:30 – Changing Your Relationship to Response 15:30 – Performance Pressure & Young Professionals 18:00 – The Gen Z Metrics Trap 21:00 – Why Measured Lives Create Outcome Attachment 23:30 – Flow State & Releasing Control 26:00 – Care Deeply About What’s Yours 28:30 – Final Reflection: Own the Effort, Release the Rest Hosted on Acast. See acast.com/privacy for more information.

Tess sits down with Trent Cotton - self-described “non-HR HR executive,” author of Sprint Recruiting and High Performance Recruiting, and Head of Talent Insights at iCIMS. Discussing the nuanced conversation about what the data tells us about AI, generational skepticism from Gen Z to Boomers, and what leaders are getting wrong about the future of work, including:Why leaders often hide behind data instead of using it to deepen human conversationsWhat current workforce data actually says about AI adoption across generationsWhy Gen Z may be more skeptical of AI than expectedThe risk of eliminating entry-level roles too quicklyThe emerging power skills of “agency” and “orchestration”How AI can both enhance human potential and erode connection if misusedThis is not a hype conversation about AI. It’s a grounded discussion about leadership responsibility, workforce redesign, emotional regulation, and the long-term talent implications organizations must prepare for now.If you’re an HR leader, executive, or people strategist navigating uncertainty around automation, layoffs, bias, and generational tension — this episode offers clarity without panic.Because the future of work isn’t just technological. It’s psychological.Chapters with Timestamps00:00 – Welcome + Meet Trent Cotton The “non-HR HR executive” and why business fluency matters in people strategy.04:20 – Data vs. Humanity: Where Leaders Get It Wrong Why hiding behind numbers erodes trust — and how to use data to deepen conversations.11:20 – AI Anxiety: Survival Instinct or Rational Fear? Why resistance to AI may be more about control than job loss.14:50 – The Early Career Crisis No One Is Talking About The danger of automating entry-level roles too quickly.21:00 – Is AI Replacing Human Connection? Attachment to tech, loss of discomfort, and emotional consequences.29:00 – How to Actually Use AI Without Losing Your Voice Practical examples of human-AI collaboration.38:45 – What the Data Says About Generations & AI Why Gen Z may be more skeptical than you think.43:05 – The New Power Skills: Agency & Orchestration What leaders should be developing now.48:05 – AI, Disability & Expanding Human Capability Where technology can increase access and inclusion. Hosted on Acast. See acast.com/privacy for more information.

In Episode 49 of The Gen Mess with Tess, Tess tackles a reality many professionals experience but rarely have language for: what to do when your manager does not create psychological safety and you cannot simply walk away.Drawing on the research of Harvard Business School professor Amy Edmondson, who coined the term psychological safety, Tess breaks down the difference between discomfort and harm, high standards and humiliation, resilience and self-abandonment.This episode explores:Why unpredictable leadership activates the nervous systemHow generational conditioning shapes our response to toxic managementThe hidden cost of “enduring” unsafe environmentsFive strategic tools to protect your identity and regulate anxietyHow to decide whether to adapt, escalate, or exit intentionallyFor HR leaders and executives, this episode is also a mirror. Psychological safety is not about lowering performance expectations, it is about creating conditions where people can meet high standards without fear. Whether you are managing up, supporting emerging professionals, or building healthier leadership pipelines, Tess offers practical insight into how psychological safety shapes retention, burnout, and long-term performance.Chapters with Timestamps00:00 – Opening: Living in the Mess 01:00 – The Reality of Unsafe Managers 02:24 – “Paying Your Dues” and Toxic Normalization 04:45 – Defining Psychological Safety 07:07 – What Psychological Safety Is (and Isn’t) 09:28 – Your Nervous System at Work 11:52 – Generational Patterns: Gen Z, Millennials, Gen X 14:18 – Strategy #1: Containment (Observe, Don’t Absorb) 16:05 – Strategy #2: Clarity in Writing 17:45 – Strategy #3: Borrow Safety Elsewhere 19:03 – Strategy #4: Emotional Boundaries 20:30 – Strategy #5: Identity Protection & Your “Reality File” 21:23 – Discomfort vs. Harm 23:00 – Adapt, Escalate, or Exit? 24:45 – Psychological Safety Is Not Entitlement Hosted on Acast. See acast.com/privacy for more information.

In this episode of The Gen Mess with Tess, Tess is joined by Ashley Herd, founder and CEO of The Manager Method, employment attorney, former HR leader at McKinsey & Company and Yum Brands, co-host of the HR Besties podcast, and author of the newly released book The Manager Method: A Practical Framework to Lead, Support, and Get Results.Ashley brings a rare, inside view of management from every angle - frontline work, legal risk, HR leadership, and executive training - to unpack why managers have an outsized impact on employee mental health, engagement, and retention. Drawing on research showing that a manager can influence wellbeing as much as a spouse, Tess and Ashley explore how leadership behavior ripples far beyond performance metrics and into people’s lives at home.This conversation tackles the realities facing modern managers: promotion without training, identity loss when high performers become leaders, generational misunderstandings, and the crushing pressure placed on middle managers. Together, they offer practical, human-centered strategies for leading effectively without burning people out, including Ashley’s core framework: Pause, Consider, Act.This episode is essential listening for HR professionals, people managers, and executives responsible for building sustainable leadership pipelines and healthier workplace cultures in 2026 and beyond.Be sure to subscribe to The Gen Mess with Tess podcast for new episodes weekly. 00:01 – Welcome & Introducing Ashley Herd 02:02 – From employment attorney to leadership educator 03:29 – Why great individual contributors often struggle as managers 05:31 – Promotion myths and the cost of untrained leadership 07:59 – Identity loss when high performers become managers 10:06 – The “LinkedIn test” and chasing titles over fit 12:19 – Why work identity is so powerful (especially in the U.S.) 16:05 – Middle managers: too much responsibility, too little support 18:58 – Why one-on-ones still matter at every leadership level 21:33 – The data: managers impact mental health as much as spouses 24:20 – How leadership stress follows people home 27:58 – Generations at work: framework, not stereotypes 32:23 – Technology, boundaries, and modern burnout 38:22 – Overcorrection, distrust, and workplace isolation 41:16 – One shift every manager can make today: Pause, Consider, Act 44:33 – Ashley’s book, resources, and closing reflections Hosted on Acast. See acast.com/privacy for more information.

On this episode of The Gen Mess with Tess, Tess is joined by Jenny Calcoen, CEO and founder of Inner Earthquake LLC, former executive, and private coach to high-achieving women navigating burnout, grief, and major life transitions.Jenny shares her own “inner earthquake” - the moment when outward success no longer matched inner truth - and how a life-altering diagnosis forced her to confront the cost of living according to expectations rather than values. Together, Tess and Jenny explore what happens when achievement masks disconnection, why burnout is often an identity crisis rather than a workload problem, and how leaders can recognize the early cracks before they become breaking points.This conversation offers powerful insights for HR leaders, executives, and people managers navigating retention challenges, disengagement, and leadership fatigue. It reframes burnout not as a failure of resilience, but as a signal that both personal and organizational systems are misaligned.If you’re responsible for developing leaders, shaping culture, or supporting high performers who look “fine” on paper but feel depleted inside, this episode offers a crucial lens for understanding what’s really happening beneath the surface.Resource by Jenny Calcoen: "The Boundary Whisperer" is available as a translation tool for internal signals, or for people who know something is off but don't quite have the language yet so they can simply practice boundary literacy. Here it is - https://chatgpt.com/g/g-688fdd4aa33c8191b5503765ba20cee8-the-boundary-whisperer00:01 – Welcome to The Gen Mess with Tess00:52 – Jenny Calcoen’s story: success, identity, and the first “inner earthquake”01:32 – When illness becomes a wake-up call02:38 – Rebuilding life… while unknowingly repeating old patterns04:30 – Burnout as an identity crisis, not a performance issue06:45 – Why high achievers ignore early warning signs09:10 – The danger of living by expectations instead of values11:40 – What leaders misunderstand about burnout and resilience14:20 – How HR and managers can spot “quiet breaking points”17:10 – Supporting transitions without pathologizing employees20:00 – Redefining success in leadership and work22:40 – Final reflections: listening before the earthquake hits Hosted on Acast. See acast.com/privacy for more information.

In this solo episode of The Gen Mess with Tess, Tess Brigham explores a surprising social experiment that connected strangers across political divides and why it offers a powerful lesson for today’s leaders in the workplace.Drawing from her background as a therapist and her coaching work with organizations, Tess unpacks what HR leaders and managers are experiencing in 2026: burnout that isn’t driven by workload or flexibility, but by chronic psychological strain, emotional role overload, and an increasing inability to tolerate discomfort.Using the “Party Line” experiment as a metaphor, Tess examines how algorithm-driven culture has reshaped our nervous systems, intensified polarization, and made everyday workplace conversations feel high-stakes and unsafe. She breaks down how different generations experience discomfort at work, why psychological safety is often misunderstood, and how avoiding discomfort quietly erodes trust, collaboration, and culture.This episode reframes discomfort not as a failure of leadership, but as a critical skill organizations must relearn if they want healthy teams, resilient managers, and sustainable workplace cultures.00:01 — Welcome to The Gen Mess with Tess Introducing the episode and the theme of learning to live in the mess.00:58 — The “Party Line” Social Experiment Explained Two payphones, two cities, and a radical idea: conversation without algorithms.02:21 — Why Human Connection Changes the Nervous System Dopamine, cortisol, and why constant conflict keeps us dysregulated.03:42 — It’s Hard to Demonize a Human Voice What happens when stereotypes are replaced with real conversation.04:42 — What We’ve Lost Culturally Discomfort avoidance, algorithm-driven identity, and polarization.06:05 — When Beliefs Become Identity Why disagreement now feels like danger instead of difference.06:56 — Connection Requires Discomfort Why real connection—socially and at work—has always been uncomfortable.08:19 — Why Shaming Hardens People The psychological cost of humiliation, judgment, and moral certainty.08:49 — The Workplace Parallel Why the “Party Line” is a metaphor for modern workplace culture.09:16 — Generational Relationships to Discomfort Boomers, Gen X, Millennials, and Gen Z, and how each navigates stress and challenge.11:36 — Discomfort vs. Harm Why discomfort is often misinterpreted as trauma or boundary violation.12:34 — Nervous Systems, Not Moral Failures Reframing generational conflict at work.12:34 — The Leadership Skill We Avoid Curiosity, repair, and staying in the conversation.14:18 — Discomfort as Leadership Work Why these “soft skills” are actually advanced leadership competencies.14:48 — Final Reflection Discomfort as the doorway to healthier workplaces and human connection. Hosted on Acast. See acast.com/privacy for more information.

In this solo episode of The Gen Mess with Tess, host Tess Brigham addresses a question she hears from HR leaders, managers, and employees alike: Why does work feel so heavy right now, even when things look better on paper?Drawing from her background as a therapist and her work with organizations, Tess explains the challenges HR leaders are facing in 2026: burnout is no longer just about workload or flexibility, but about chronic psychological strain shaped by generational experiences, unclear expectations, and emotional role overload.She breaks down how burnout shows up differently for Millennials, Gen Z, and Gen X, how remote and hybrid work have changed trust, communication, and boundaries, and why managers and HR leaders are often carrying emotional responsibilities they were never trained for.This episode reframes burnout as a human, nervous-system issue - not a performance failure - and offers business leaders a clearer way to think about empathy, accountability, psychological safety, and sustainable workplace culture. Hosted on Acast. See acast.com/privacy for more information.

In this solo episode of The Gen Mess with Tess, Tess Brigham unpacks one of the most emotionally charged conversations happening right now: adult children going no contact with a parent.Drawing from her work as a therapist and her own lived experience, Tess challenges the oversimplified narratives dominating social media and reframes "no contact" not as a trend, punishment, or failure, but as a response to long-standing emotional disconnection and a lack of acknowledgement.This episode explores the generational divide shaping these conversations, why intent does not erase impact, and why emotional safety, accountability, and repair matter more than endurance or tradition. Tess also shares a deeply personal story about her relationship with her father, illustrating how acknowledgement - not perfection - creates the possibility for healing.For leaders, HR professionals, and parents alike, this episode offers a powerful reminder: relationships break down not because people are “too emotional,” but because discomfort is avoided instead of addressed. Hosted on Acast. See acast.com/privacy for more information.

What if the person giving you life advice is, behind the scenes, completely falling apart?In this deeply moving solo episode of Gen Mess with Tess, Tess Brigham pulls back the curtain, sharing the raw, unfiltered story of a year that shook the very foundations of her life. From the staggering loss of her father to the painful journey of caring for her mother as dementia set in, Tess Brigham—the certified coach and licensed therapist—describes what happens when every piece of her own identity is "activated in crisis mode."Far from the highlight reels and inspirational soundbites, this episode reveals the messy, complicated realities even therapists and coaches face. Tess Brigham explores generational differences in dealing with grief, mental health, self-reliance, and asking for help—drawing wisdom (and exposing blind spots) from Boomers, Gen X, Millennials, and Gen Z. She reflects on the exhausting duality of caring for aging parents while supporting her own child through mental health struggles, and how real-life heartbreak changed her perspective as both a professional and a human being.Key highlights include:The overlooked emotional cost of being the "strong one" in the familyGenerational patterns and how each age group defines asking for help and resilienceWhy anticipatory grief and caretaking are acts of love—and also sources of silent painLessons Tess Brigham is carrying forward, and the generational beliefs she's choosing to leave behindA vulnerable reminder that "hanging tough" means allowing yourself to soften, seek support, and be humanThis solo episode is a must-listen for anyone navigating family caregiving, loss, or simply questioning how we all handle life's hardest seasons.Episode Overview 00:00 – Intro Announcer sets up the show's generational lens00:31 – Tess Brigham addresses why sharing her own story matters03:02 – Navigating simultaneous personal crises: parental loss, caregiving, and self-identity06:33 – The unique grief of losing a parent's mind versus a parent's body08:40 – Generational patterns: independence, vulnerability, and the cost of stoicism11:32 – Tess Brigham on what Millennials and Gen Z are teaching the rest of us13:05 – The realities of “functioning” through grief and anticipatory loss17:17 – Each generation’s wisdom, and what Tess Brigham plans to carry—and leave behind20:35 – A gentle call to "hang tough" in a way that honors both strength and softnessReady to feel seen and understood in the messiest moments of life? Hit play and join the conversation. Hosted on Acast. See acast.com/privacy for more information.

What if finding your dream job actually takes a year—or even longer? In this eye-opening episode of "Gen Mess with Tess," host Tess Brigham sits down with career strategist Liz Helton to pull back the curtain on the realities of job searching and career transformation in today's ever-evolving workforce. If you've ever wondered why sending off hundreds of applications can feel like shouting into a void, this episode will reveal why—and most importantly, what you can do about it.Together, Tess Brigham and Liz Helton dig into:The shocking length of the modern job search—and why it’s no longer a "three-month process"How technology and AI have totally transformed the hiring landscape (for better and worse)Actionable strategies for networking that actually work, whether you’re an introvert, a new grad, or making a mid-career pivotThe key differences in how Gen Z, Millennials, and Gen X approach work, fulfillment, and branding themselvesWhy keeping your own “brag book” is essential for beating imposter syndrome and keeping your confidence alive amid career changesHow AI isn’t taking jobs, but people who know AI are—and how you can upskill right nowYou’ll learn practical tips for standing out in a crowded applicant pool, making LinkedIn work for you, and reframing both rejection and uncertainty as essential steps toward meaningful work. Plus, Liz Helton shares her own journey from PR exec to career consultant, and why sometimes your superpower is that thing that feels as natural as breathing.If you feel stuck, overwhelmed, or unsure about your next step—no matter your age—this heartfelt, actionable episode is for you.Episode Overview with Timestamps:[00:00:01] Introduction: Bridging generational gaps at work[00:01:16] Meet Liz Helton: From PR to guiding career transformations[00:06:44] The evolving job search: Why it takes so much longer now[00:08:47] Why everyone feels like they’re “shouting into a void”[00:13:13] How to beat interview anxiety and imposter syndrome[00:17:44] Building resilience: The emotional side of job hunting[00:19:38] Essential networking tips for introverts and extroverts alike[00:27:40] AI in the job hunt: What you need to know now[00:36:42] How Gen Z, Millennials, and Gen X view work differently[00:43:01] Liz Helton’s #1 piece of advice for anyone feeling stuck[00:46:49] Where to find Liz Helton and free career resourcesTune in to discover why you’re not alone in your career mess—and how you can thrive in it. Hosted on Acast. See acast.com/privacy for more information.

What if the brutal truth is that your corporate job is more likely to slowly kill you with stress than set you up for a dream retirement?In this episode of Gen Mess with Tess, host Tess Brigham sits down with powerhouse business mentor, international speaker, and award-winning author Katrena Friel for a candid and eye-opening conversation about breaking free from the golden handcuffs—and finding your true value.Katrena Friel pulls back the curtain on her own journey, from teenage jobs and personal heartbreak to a devastating $30,000 scam—a turning point that sparked her to build her own thriving training and mentoring practice. Together, she and Tess Brigham dissect why so many Gen Xers are “quietly quitting” or burning out, how younger generations are refusing to repeat the cycle of debt and overwork, and why we need to rethink the way we approach careers, money, and even family living.Key highlights include:The shocking downside of “more with less” workplace culture—and Australia’s new laws holding employers accountable for worker burnout and stressKatrena Friel’s $30,000 lesson in self-belief (and how that “scam” became the best investment of her life)The three inner compasses—mind, heart, and gut—and how to use them to turn self-doubt into an allyWhy so many “expert” coaches out there deliver nothing but an expensive lesson (and how to spot the real deal)Generational shifts: Why Gen Z is saying "no" to the boomer/American dream—and the case for embracing multi-generational homes and decluttering your life to gain headspaceBuilding your own brand: What it means to be the product, and how Katrena Friel helps you discover the million-dollar model inside your life experienceThe truth about online programs: Why up to 95% are never completed—and why transformation requires actual mentorship, not just another “passive income” promiseLoaded with tangible advice, real talk, and a bit of industry myth-busting, this episode will make you rethink everything you thought you knew about career success, purpose, and what it takes to build a legacy—on your terms.Episode Overview by Timestamp:[00:00:01] – Welcome and intro to Katrena Friel’s journey[00:02:11] – Early jobs and learning to be a self-starter[00:05:02] – Miscarriage, grief, and the life-changing $30,000 scam[00:08:17] – The unregulated coaching industry and lessons from mistakes[00:11:14] – The three inner compasses: Mind, gut, and heart[00:16:39] – Why it’s so hard to leave corporate: Golden handcuffs and generational differences[00:24:20] – Declutter your life: Practical steps for big change[00:27:28] – Rethinking the family home and intergenerational wealth[00:31:09] – The career marathon mindset and building your own expertise[00:34:09] – “Done for you” programs vs. the myth of the passive online business[00:42:59] – How to connect with Katrena Friel and next steps for listenersTune in for an episode packed with hard truths, practical strategies, and inspiration to reinvent work and life—no matter your generation! Hosted on Acast. See acast.com/privacy for more information.

What if the secret to building a thriving law firm wasn’t about grinding out endless billable hours—but about rethinking the entire way attorneys work and lead? In this eye-opening episode of Gen Mess With Tess, host Tess Brigham welcomes law firm growth expert Alay Yajnik for a candid conversation that shakes up everything you thought you knew about legal hustle and business success.Discover how Alay Yajnik pivoted from running multimillion-dollar Silicon Valley companies to coaching attorneys—and why most lawyers stumble when it comes to building a lasting, profitable business. You’ll learn why working harder doesn’t always mean earning more, and how breaking out of traditional law firm mindsets—from hourly billing to team management and rate setting—is the real game-changer.Key episode highlights:Why technical skills don’t equal business success (and how “The E Myth Revisited” nails the problem for lawyers, therapists, and service pros)The biggest pain points holding law firm owners back—hint: it’s not just the “hours in a day”How shifting your mindset can help you work smarter, not harder—and finally create the time and income you wantNavigating generational tensions in the workplace: What attorneys get wrong about Gen Z, and why the newest workforce expects more work-life balance and financial stability than everReal talk about raising rates, burnout, hiring, and having those difficult employee conversations (plus how to screen for clients who are truly ready for change)Whether you lead a law firm, run a small business, or just want to understand how generational perspectives are upending the way we work, this episode is loaded with actionable insights and relatable stories.Episode Overview:[00:00:31] Tess Brigham: Welcomes Alay Yajnik; his background in law firm growth[00:01:23] Alay Yajnik: Story of switching from Silicon Valley to coaching attorneys[00:03:08] Discussion: Why attorneys make great clients and what they uniquely struggle with[00:05:15] Skills gap between technical expertise and business acumen; "The E Myth Revisited"[00:07:16] The real issue: Time, burnout, and working smarter[00:09:32] Traditional law firms vs. startup mindset; resistance to change[00:12:11] Symptom vs. cure: Time management as a lever for transforming business results[00:13:19] Raising rates, money fears, and business growth challenges[00:17:27] Navigating client readiness and coaching intake[00:18:07] Generational tensions: Gen Z’s approach to work, bonuses, and raises[00:22:05] How the cost of living, technology, and burnout are shaping new workplace expectations[00:27:04] A deeper look at employee expectations, creativity, and the evolving legal workplace[00:36:33] Final reflections: Lessons from coaching lawyers, generational stereotypes, and business owner frustrations[00:41:06] How to connect withAlay Yajnik and his resources for law firm owners[00:43:17]Intro Announcer: Show outro and next episode previewTune in for an episode that’s more than just law—it’s about building the future of work, one honest conversation at a time. Hosted on Acast. See acast.com/privacy for more information.

What if the only way you could escape your toxic work environment was being hit by a bus—not to die, but just to get a break? Shocking as it sounds, that’s the level of desperation bestselling author and executive coach Diana Lowe once felt, and she’s not alone. In this riveting episode of "Gen Mess with Tess," Tess Brigham pulls back the curtain on the hidden emotional toll of modern workplaces and the true meaning behind being “hard to handle.”Join Tess Brigham as she sits down with Diana Lowe—author of "Hard to Handle"—for a raw, honest conversation about surviving abusive bosses, how ‘difficult’ is just a matter of perspective, and why clinical depression became a turning point for radical career reinvention. Together, they untangle how we can learn to live in the mess of work (and life) and find purpose where others might only see crisis.Key highlights include:Diana Lowe’s journey from enduring toxic workplaces in finance, to becoming a champion of emotional intelligence and intentional leadership—even when her own breaking point was a diagnosis of clinical depression.Surprising ways we internalize abusive work environments and why so many suffer in silence, secretly hoping for an unexpected event to rescue them.The real story behind "Hard to Handle": Why every villain has another side, the value of seeing the strengths in ‘difficult’ coworkers, and why we’re all someone’s ‘Chuck’ at work.Generational shifts in the workplace, from tattoos and dress codes (bras at board meetings?) to new norms around mental health—and how leaders can adapt.The truth about DEI (Diversity, Equity & Inclusion) in organizations: why emotional intelligence—self and other-awareness—is the missing foundation, and how unconscious biases persist, even with the best intentions.If you’ve ever felt misunderstood at work, frustrated with your boss, or questioned your place in the corporate ladder—this episode will not only validate your experience but give you practical wisdom on how to lead (and live) with more awareness and empathy.Episode Overview00:00:00 – Tess Brigham introduces Diana Lowe and her unconventional career path00:01:04 – Diana Lowe on surviving bad bosses and finding mission in adversity00:03:05 – Recognizing abuse and the moment depression forced a life change00:06:31 – The origins and real meaning behind “Hard to Handle”00:08:25 – Why ‘difficult’ is always in the eye of the beholder00:12:01 – The case study format of the book and lessons from corporate life00:22:18 – Growth, vulnerability, and choosing whether to stay or go in tough situations00:25:14 – Generational differences: mental health, tattoos, and the bra at work debate00:34:45 – Feedback, personal growth, and the art of building people up00:37:39 – DEI, emotional intelligence, and the nuances of real inclusion00:51:07 – How to connect with Diana Lowe and explore her upcoming projects00:53:04 – Closing thoughts: learning to live in the messDon’t miss this episode’s honest, no-fluff take on surviving—and thriving—in the workplace chaos. Hosted on Acast. See acast.com/privacy for more information.

What if everything we thought was “wrong” with Gen Z was actually the outcome of generations striving to do better for their children? In this solo episode of Gen Mess with Tess, host Tess Brigham turns the tables on common complaints about today’s youth and boldly reveals how every “mess” in the workplace and at home is really generational evolution in real time—and a sign of remarkable progress.Drawing deeply from her own life as a Gen Xer, therapist, and parent to a Gen Z son, Tess Brigham unpacks the hidden links between generational values, shifting parenting philosophies, and the transformation of work and life. She discusses the evolution from silent survivalists, boomers’ pursuit of success, to Gen X’s badge of independence—and how each generation has tried to heal the wounds of the last, often by swinging the pendulum in new directions.Key highlights from this episode:Why labeling Gen Z as "entitled" or "too sensitive" misses the bigger story of progressTess Brigham’s personal journey parenting a son with mental health challenges—and how it shaped her view of parenting and resilienceHow workplace frustrations with Gen Z are linked to conscious choices Gen X and Millennial parents made to create emotionally safer homesThe groundbreaking shift: Gen Z prizes wellness, therapy, and boundaries not as luxuries, but as new standardsA timely message for every parent and leader: Why the generational mess we’re in is not a mistake, but humanity learning to live, not just surviveBy the end of the episode, you’ll see generational “mess” through a new lens—one of ongoing evolution, empathy, and hope.Timestamped Episode Overview:00:00:01 – Tess Brigham sets the stage: generational challenges and introducing00:00:32 –Tess Brigham: Opening thoughts on Gen Z, the new world of work, and the evolution of values00:02:22 – The progression from the Silent Generation to Gen X: how each raised their children to break new ground00:05:21 –Tess Brighamreflects on Gen X parenting—its aspirations and overcorrections00:07:00 – Ad break:Tess Brighamdiscusses her work with organizations to “clean up the gen mess”00:07:54 – Personal story: Raising her son Max, the challenges of mental health, and questioning modern parenting00:12:06 – The new parenting paradigm: Responding to the child you have, not the one you imagined00:12:44 – The impact on the workplace: Today’s Gen Zers as products of generational evolution00:13:24 – Generational values: How priorities have shifted over time00:14:19 –Tess Brigham shares about her father’s late-in-life emotional growth and seeing progress across the generations00:15:15 – Looking at Gen Z through a lens of celebration, not criticism00:16:19 –Tess Brighamwraps up with a call to embrace the mess as part of evolution00:16:51 –O utro Voiceover: Closes with info about connecting with Tess and future resourcesReady to witness how generational messiness is actually a story of hope and healing? Press play. Hosted on Acast. See acast.com/privacy for more information.

What if you could overcome a lifelong fear—like a spider phobia—in under ten minutes? In this episode of "Gen Mess with Tess," host Tess Brigham sits down with Viki Johnston, founder of Accelerate and master practitioner of NLP (neuro linguistic programming), for a fascinating deep-dive into the secrets of learning, growth mindset, and generational shifts in the workplace.Viki reveals how she conquered her extreme fear of spiders on stage using powerful NLP techniques, sparking a new obsession with the method that now impacts her work coaching managers and teams for light bulb moments of transformation. Together, Tess Brigham and Viki Johnston break down why learning should be fun (not serious!), the dramatic differences NLP can make versus traditional therapy, and how “aha” moments propel people to lasting change.The episode unpacks what separates good managers from great leaders—hint: it’s more than delegation—and explores the unique challenges (and superpowers) that new Gen Z and millennial managers are bringing to today's workplace. From using AI and ChatGPT for instant answers to balancing remote work and real-life teamwork, Viki Johnston shares practical strategies for thriving across generations and cleaning up the “Gen Mess.”Tune in for relatable stories, actionable insights, and a fresh perspective on why letting go of old habits (and sometimes, just saying "I don't know") can be a game-changer for growth—at any stage of your career.Episode Highlights & Overview:[00:00:01] Intro Announcer kicks off the generational challenge theme.[00:00:31]Tess Brighamintroduces Viki Johnston and her journey from call centers to founding Accelerate.[00:03:51]Viki Johnston shares her passion for creating “light bulb moments.”[00:08:39]Tess Brigham dives into NLP and its powerful impact—like curing phobias and rewiring mindsets.[00:15:30] How NLP differs from traditional therapy (and why sometimes it’s way faster).[00:22:27] Generational dynamics in the workplace: Gen Z, millennials, and boomers.[00:26:20] The role of AI, ChatGPT, and the shift toward knowledge-sharing.[00:33:28] Good managers vs. great leaders—plus, the art of delegation and empowerment.[00:42:00] Myths and misunderstandings about Gen Z, and the key to bridging the gap.[00:44:04]Viki Johnston advocates for listening, guidance, and embracing “I don’t know.”[00:47:06] Where to find Viki and how Accelerate can support new managers.[00:48:38] How to connect with Tess and keep learning.Whether you’re a new manager, parent, or lifelong learner, this episode will help you see challenges in a whole new way—and maybe even tackle that fear you thought would last forever. Hosted on Acast. See acast.com/privacy for more information.

What if every time you judged a younger generation for having it "easy," you were really just grieving your own unmet dreams?In this revealing solo episode of Gen Mess with Tess, host Tess Brigham turns the generational blame game upside down, making a powerful case that beneath every eye-roll and stereotype—Boomers are out of touch, Gen Z is fragile, Millennials are entitled—there’s a shared experience of grief. From nostalgic bitterness to deep-seated anxieties, Tess explores how each generation clings to the belief that their struggles had meaning, while often resenting the freedoms and boundaries claimed by those coming after.Drawing on pop culture examples, workplace trends, and even the existential challenge of AI, Tess dissects why the world feels so tense, how each generation is coping with constant uncertainty, and what it truly means to evolve—not just as a society, but as individuals learning to let go. In a candid reflection on her own journey and those of her clients, Tess challenges listeners to see generational progress as an invitation to heal and redefine purpose, rather than a competition over who "had it worst."Tune in for thoughtful insights, practical strategies, and an honest invitation to make peace with change—because maybe the real legacy isn’t just the pain we survived, but the wisdom we share.Episode Overview & Timestamps:00:00:01 - 00:00:31 –Intro Announcer kicks off the show, teasing generational divides and introducing Tess.00:00:32 - 00:03:41 – Tess Brigham opens on the theme: every generation resents the next, touching on grief and why struggles “need to mean something.”00:03:41 - 00:06:09 – Generational stereotypes in headlines and pop culture, from Boomers to Gen Z, and the underlying grief of unmet expectations.00:06:09 - 00:09:31 – How generational pain shapes identity and workplace norms, especially around boundaries and mental health.00:09:31 - 00:11:19 – Why Gen Z’s approach isn’t laziness, but boundary literacy—and Tess explains her work helping organizations bridge generational gaps.00:11:20 - 00:14:37 – The paradox of technology, AI, and accelerating change; generational exhaustion and instability as the new normal.00:14:37 - 00:16:07 – Collective grief: safety lost, predictability gone, and the urge to “defend our pain.”00:16:07 - 00:19:39 – Tess reframes the purpose of pain: not to compete, but to transform and work together for positive change.00:19:40 - 00:21:01 – Practical advice on reconciling your own grief and embracing evolution in how you view work, mental health, and generational progress.00:21:05 - 00:21:26 –Outro Voiceover wraps up with a message to subscribe, follow Tess, and learn more. Hosted on Acast. See acast.com/privacy for more information.

What if the secret to surviving career chaos isn’t more hustle—but smarter engineering? In this eye-opening episode of Gen Mess with Tess, host Tess Brigham sits down with systems architect and organizational consultant Belle Walker, who reveals why most companies—and leaders—are fighting the wrong fires, and how “engineering thinking” can fundamentally change how we navigate the messiest parts of work and life.Belle shares her unusual journey from a family of engineers to stage management and humanities, and ultimately, to designing scalable, human-centered organizational systems. She explains how her approach blends classic problem-solving with deep empathy—translating abstract chaos into actionable clarity. Belle and Tess dig into why the real friction in organizations isn’t just between people, but between the functions and systems behind them, and how leaders often overlook the root causes of workplace tension.Key highlights include:Why "cleaning up the mess" starts with understanding what problems you’re actually solving (and what resources and constraints you have).The surprising pitfalls of cutting entry-level jobs for AI—and why new talent is essential for adaptability.The energy “budget” concept: how organizations and individuals ignore energy management at their peril, especially in the return-to-office push.How generational expectations shape workplace difficulties—especially for Millennials and Gen Z, and why asking for what you need isn’t entitlement.The reality behind organizational change: why progress always takes longer than it looks in books, movies, or a single sentence.Tune in to uncover actionable strategies for bridging generational gaps, managing energy, and architecting workplace solutions that really work—plus, hear Belle’s take on parenting, the myth of innate genius, and her foolproof method for separating noise from necessity.Episode Overview:00:00 – Podcast intro & meet Belle Walker: organizational chaos vs. blueprints00:04 – Belle’s origin story: engineering family, humanities leanings, Google, and finding the love of “building systems”00:10 – What is engineering thinking? Problem setup vs. pure math00:15 – Real-life chaos: Maps, autonomous vehicles, and the importance of communication00:20 – Managing today’s workplace noise & energy budgets—satellites, commutes, and training00:28 – Generational perspectives: Gen Z, Millennials ask for what they want, impacts on work culture00:34 – AI’s impact on organizational jobs—pitfalls and policy mistakes00:40 – Why leaders miss functional friction (security vs. usability, quick fixes vs. lasting change)00:44 – Change takes time—why it always feels faster in hindsight00:46 – Elder Millennials, COVID parenting, work-life transformations00:52 – How to actually “clean up” the generational mess: leverage strengths, address gaps, solve the right problems00:56 – Belle’s plug for her Friction to Function newsletter00:57 – Tess wraps up: the power of problem-solving, empathy, and learning to live in the “mess”Ready to see your workplace (and maybe your whole life) through a new lens? Hit play and join Tess and Belle as they engineer the way out of the Gen Mess! Hosted on Acast. See acast.com/privacy for more information.

What if the real badge of honor isn’t how hard you work, but how well you rest?In this eye-opening solo episode of Gen Mess with Tess, host Tess Brigham pulls back the curtain on the cultural obsession with burnout—and exposes how every generation has unwittingly contributed to making exhaustion seem like a symbol of strength. Tess traces the roots of hustle culture from Gen X’s independent “latchkey kid” mentality, through Millennials’ overachievement during the Girl Boss era, and lands on Gen Z’s radical redefinition of ambition and mental health.You’ll learn why each generation internalized burnout a little differently, why Millennials became the “burnout generation”, and how Gen Z’s refusal to conflate self-worth with overwork is shaking up workplaces everywhere. Plus, Tess opens up about her own journey to unlearn burnout and offers clarity on how we can collectively move toward a more sustainable, joyful way of living and working.Key Highlights:The evolution of the “hustle” era into today’s burnout epidemic—and how our culture glamorized suffering (00:01:09)Gen X’s stoic independence, Millennials’ “girl boss” hustle, and Gen Z’s focus on boundaries and mental health (00:02:40 – 00:10:12)How resentment between generations over work-life boundaries is really grief for missed opportunities (00:12:56)The toxic cycle of burnout, reward, and repeat that keeps organizations stuck (00:16:20)Practical steps for unlearning burnout and redefining success for yourself and your teams (00:18:55)Ready to question everything you’ve believed about ambition, success, and rest? Tune in and discover why taking off the burnout badge might be the most rebellious—and freeing—move you’ll ever make.Episode Overview with Timestamps:00:00:01 – Podcast introduction and the generational divide00:01:09 – How burnout became a badge of honor and generational differences00:02:40 – Gen X’s origin story and attitude toward burnout00:04:11 – Millennials, hustle culture, and the Girl Boss era00:08:21 – Gen Z’s boundary-setting and work-life philosophy00:11:10 – Tess’s approach to cleaning up “Gen mess” at organizations00:12:56 – The grief and resentment beneath generational tension00:14:19 – Gen Z’s impact on workplace culture00:15:16 – Why exhaustion became a measure of excellence00:16:20 – How workplaces promote burnout and reward dysfunction00:18:55 – Steps to unlearning burnout and redefining success00:20:58 – Closing thoughts and embracing grace over grit00:22:19 – How to connect with Tess Brigham and continue the conversationSubscribe to Gen Mess with Tess for more insights and strategies on bridging generational gaps and building workplaces where everyone thrives! Hosted on Acast. See acast.com/privacy for more information.

What if your quest for love is actually a quest for safety?In this eye-opening solo episode of "Gen Mess with Tess," host Tess Brigham dives deep into the messy reality behind the hit TV show Love is Blind—and reveals the uncomfortable truth: the show isn’t just a high-drama dating experiment, it's a mirror reflecting how we all perform, protect, and hide in our own relationships.Tess explores why so many of us crave genuine connection but run from vulnerability, and how the performative world of swiping, texting, and social media shapes our fears of rejection and being truly seen. She breaks down unforgettable examples from Love is Blind—from avoiding tough conversations to sabotaging intimacy—and connects these moments to universal patterns we all share.Key highlights include:Why our brains treat emotional risks like physical danger, and how that keeps us from authentic love.The real reason modern dating feels so numb and disconnected (hint: it’s not just the dating apps).Insightful stories from Love is Blind Season 9, like Allie’s struggle with Anton’s drinking and Madison & Joe’s emotional dance, showcasing how vulnerability—and our defenses against it—play out in real time.Practical advice on “micro-vulnerability” and how you can slowly build emotional self-trust in your own life.A fresh perspective on why courage in love doesn’t look glamorous, but is absolutely essential.If you’ve ever caught yourself performing instead of connecting, or wondered why intimacy can feel so terrifying, Tess’s honest reflections and actionable tips will help you see your own patterns, and maybe, just maybe, get braver.Timestamped Overview:[00:00:00] Welcome & introduction: Unpacking the theme “Love is Blind... and so are we”[00:01:02] The age of performative connection and the craving for safety[00:02:46] How Love is Blind reflects our relationship reality & defenses[00:04:11] Vulnerability versus connection: Fear of exposure in modern love[00:05:02] Case studies: Avoidance, self-protection, and emotional risk in past seasons[00:06:31] Emotional risks, self-protection, and conversation avoidance (Allie & Anton)[00:07:06] What real courage in relationships looks like (via Brene Brown)[00:07:42] The speed of modern dating vs. our emotional capacity[00:08:09] Emotional regulation, micro-vulnerability, and building real trust[00:09:00] Madison & Joe: A case of protecting instead of connecting[00:10:20] Attachment styles, generational patterns, and the impact on love[00:12:17] Pandemic aftermath: Starved for connection, hypersensitive to intimacy[00:13:16] Dating apps as numbing tools—why modern dating feels so hard[00:14:09] The paradox: Control vs. experiencing real love[00:14:50] Why Love is Blind resonates with so many: performative selves vs. longing for connection[00:16:24] How to practice vulnerability: Micro-steps for building emotional trust[00:18:23] What love really asks of us—clarity, bravery, and staying open[00:19:20] The real experiment: Where do you protect instead of connect?[00:20:26] Closing thoughts and encouragement to stay curiousReady to turn the spotlight back on yourself? Hit play and start making sense of your own emotional mess! Hosted on Acast. See acast.com/privacy for more information.

What if the secret to unlocking true leadership isn’t about knowing all the answers, but about learning to ask the right questions—especially across generations?In this eye-opening episode of the “Gen Mess with Tess,” host Tess Brigham sits down with powerhouse executive coach Kristi Royse, founder of KLR Consulting, to uncover the real challenges—and unexpected opportunities—leaders face in today’s rapidly shifting workplace. You might be surprised to learn that the biggest workplace problem isn’t generational conflict, but something much sneakier: ignorance and a reluctance to adapt.Tess and Kristi pull back the curtain on why leadership has changed so drastically since Kristi’s early Boston Market days—from command-and-control to flexible, empathic management. Together, they slice through stereotypes about “lazy” young workers and stubborn older bosses, revealing why every generation falls into the trap of judging the next—and how that holds companies back from monumental growth and innovation.Key highlights from this episode include:The shocking stat that in just a few years, most Americans will have a boss younger than themselves—and what that means for workplace dynamics.Kristi’s candid stories about turning tech engineers into inspiring people leaders (plus, just how important real coaching—not checkbox training—can be).Why understanding and embracing generational differences will make your team 49% more innovative (yes, there’s research to prove it).The myth of “work-life balance” for Gen Z and Millennials, and how blending personal and professional lives is reshaping workplace expectations.Whether you’re a CEO, manager, or early-career professional, this episode will challenge your assumptions and equip you with practical tips to create a healthier, more connected, and future-ready workplace. Get ready to make sense of the generational “mess”... and maybe even learn to thrive in it.Timestamped Episode Overview:00:01 – Tess introduces Kristi Royse and her extensive leadership background01:13 – Kristi shares her origin story: from Boston Market COO to leadership consultant02:25 – Night-and-day differences in leadership then and now03:34 – The complex realities of leading five generations at once06:01 – Tess and Kristi discuss fear, assumptions, and resistance to change among leaders08:25 – Generational stereotypes: Why every young cohort gets accused of being “lazy”09:48 – Coaching leaders to communicate and collaborate across generational divides11:02 – The pitfalls of promoting technical stars to management without support12:54 – Case study: Transforming engineers at Strava into people leaders14:09 – Gen Z and the new meaning of work-life blend15:26 – Building trust: How real conversations and vulnerability build stronger teams18:00 – Younger vs. older generations: What key assumptions are holding us back?20:17 – How to invest in employees—even if you fear they might leave22:03 – Simple, actionable ways managers can support every direct report23:27 – Overcoming resistance: Why the “it’s too much work” excuse falls flat26:28 – Kristi on the greatest workplace struggle: ignorance and culture clashes29:30 – Coaching, courage, and patience: The real keys to personal and company growth40:02 – Doing meaningful work: When passion and purpose trump the paycheck43:52 – Kristi’s positive spin: The generational “mess” is actually the best opportunity of our time47:49 – Where to find Kristi’s work & resources for leaders ready to do betterListen in and discover how you can turn generational tension into your organization’s biggest asset! Hosted on Acast. See acast.com/privacy for more information.

What if the greatest barrier to your success isn’t the world outside—but the silent story you keep telling yourself inside your own head?In this compelling episode of Gen Mess with Tess, host Tess Brigham sits down with Dr. Ashok Bhattacharya, psychiatrist and founder of The Empathy Clinic, to explore why empathy isn’t just a “soft skill”—it’s the invisible glue shaping our relationships, workplaces, and personal growth. Dr. Bhattacharya reveals how early life experiences and powerful moments (sometimes as tiny as a single comment from a grade school teacher) can shape the narratives that define—and sometimes limit—us for decades.Together, Tess and Dr. Bhattacharya dig deep into how we can unravel unhelpful stories, challenge survival-mode thinking, and truly transform how we connect with ourselves and each other. They break down the real difference between empathy, compassion, and kindness, and explain why even a little bit of genuine empathy can make or break a relationship, a workplace, or even your own self-worth.Key highlights you’ll discover in this episode:The surprising childhood experience that led Dr. Bhattacharya to devote his life to empathy.Why your brain is hardwired to focus on failures—plus how perfectionism sneaks into relationships and work.The “jam jar” analogy that reframes why change often happens slowly—until it happens all at once.Why empathy is NOT about agreement—or imagining yourself in someone else’s shoes.How to raise emotionally healthy kids and support younger generations who face unprecedented pressures thanks to technology.Practical tools for leaders (and coworkers) to foster empathy at work—without needing hours of meetings or group therapy.The secrets of reciprocal empathy, especially in couples and intergenerational relationships.How embracing difference, not sameness, is the real key to bridging generational divides.If you’re curious about how to actually practice empathy (not just talk about it), handle disagreement gracefully, or help your team, family, or yourself thrive in a messy, ever-changing world, this episode is packed with actionable wisdom and heartfelt stories.Timestamps Overview: 00:00 – Intro: The generational “mess” & Tess’s mission00:31 – Dr. Ashok Bhattacharya’s origin story & why empathy matters04:40 – How the stories we tell ourselves can cripple us07:04 – Why falling down (in skating…or life) is harder to process than you think10:16 – The amplified pressures of today’s tech-driven world for the younger generation12:39 – Practice, failure, and shame: Why young people get “stuck”14:40 – What empathy, compassion, and kindness actually are16:28 – The real challenge of empathy and “getting out of your head”19:46 – Can you be empathic with people you disagree with?23:03 – Tess’s therapy work: The invisible ripple effect of empathy26:57 – “Soft skills” and how small moments shape lives31:16 – The privilege of being “with” someone as a therapist32:37 – Why bridging generational divides requires empathy34:59 – How generations value and practice empathy differently39:08 – Practical steps for leaders and teams to actively use empathy42:07 – Why “a little empathy goes a long way” in the workplace44:08 – Empathy as a proactive force for productivity and trust45:54 – Where to find Dr. Bhattacharya + his books on empathy and burnout48:33 – The secret power of reciprocal empathy in couples49:13 – Outro: Embracing the mess and learning to live in itListen in—and discover how empathy isn’t a luxury. It’s your greatest tool for navigating the messiness of modern life. Hosted on Acast. See acast.com/privacy for more information.

What if the American Dream your parents promised you was nothing but a myth? What if the payoff for all your hard work simply… never arrives? In this eye-opening episode of the Gen Mess with Tess, host Tess Brigham sits down with writer, podcaster, and former writing professor Amye Archer to pull back the curtain on generational work myths, shifting values, and what’s really happening as Gen Xers raise Gen Z kids in a world that looks nothing like the one they inherited.Key Highlights:Generational Real Talk: Tess and Amye dive deep into Gen X’s collective disillusionment—how growing up between two very different eras (Boomers’ trusting company loyalty and Millennials’ self-branding hustle) shaped their perspectives on work, creativity, and life.Gen Z’s New Playbook: Can you actually say “no” to crappy jobs and still end up ahead? Amye shares what she’s learned from parenting twin Gen Z daughters who refuse to settle for less, put work-life balance first, and are rewriting the rules the rest of us grew up with.Therapist Wisdom & Storytelling: How does a background in writing, teaching, AND therapy shape a successful podcasting career? Amye reveals the skills and mindset shifts that made her leap from academia to the unpredictable world of podcasting—plus how connecting with listeners has become her ultimate reward.Parenting Without a Playbook: From tales of “feral Gen X” childhoods to the anxiety of raising teens in an era of mass shootings and online drama, Tess and Amye compare notes on what surprises, worries, and inspires them about this new generation.Shaking Up the Workplace: What does managing (or parenting) Gen Z really require? Hear straight talk on how managers and parents need to let go of old rules, focus on personal connection, and embrace the flexibility, questioning, and self-respect that today’s young adults demand.Whether you’re wondering how to deal with your Gen Z coworkers, trying to understand your kids, or facing your own career pivot, this episode is a must-listen for anyone ready to finally make sense of the generational mess—and maybe even be inspired by it.Episode Overview:00:00 – Introductions & Pop Culture Blindspots: Gen X vs Gen Z01:16 – Work, Creativity & Gen X Disillusionment04:09 – Gen Z’s Bargaining Power at Work06:06 – Parenting Styles Then and Now10:56 – Mental Health, Communication & Anxiety in Kids11:20 – Building a Podcast Career Outside the Traditional Path12:52 – How Writing, Creativity, & Therapy Fuel Podcasting15:00 – Why Amye Started Little Miss Recap & Murder She Watched16:13 – Leaving Academia and Lessons from Career Pivots18:27 – Working With a Spouse in the Podcasting World19:33 – Surprises in Raising Gen Z Daughters23:42 – Gen Z, World Issues & Climate Anxiety25:23 – Gen Z and Money, Work-Life Balance, and Defining Success26:58 – Gen X, Boomers, and the Vanishing American Dream29:14 – Advice Gaps: Why “Old” Solutions Don’t Fit New Problems31:09 – Why Professors (and Managers) Are Burned Out33:27 – What Gen Z Has Taught Gen X About Self-Respect and Boundaries35:25 – Parental Concerns: Coddling vs. Independence38:39 – The Importance of Modeling and Letting Kids Fail40:13 – Advice for Managing Gen Z at Work41:58 – Why Work Should Focus on Output, Not Hours43:11 – The Need for Personal Connection in the Modern Workplace45:14 – Wrapping Up & Amye’s Podcast PlugsPress play to discover how to stop fixing the mess—and start living in it. Hosted on Acast. See acast.com/privacy for more information.

What if the secret to skyrocketing your company’s profits isn’t better tech, but happier employees?In this episode of Gen Mess With Tess, host Tess Brigham sits down with powerhouse people & culture leader Jessica Holst (SpaceX, CAA, Mattel, Verve) to pull back the curtain on why traditional HR practices—and even today’s obsession with AI—are missing the real leverage point for business success: the emotional well-being and engagement of your team.Jessica reveals why most companies are completely underestimating how much empowering employees (instead of controlling them) transforms productivity, innovation, and the bottom line. Through compelling stories from Hollywood’s notorious agency world to surprising data on what actually drives performance, Jessica and Tess dive into:The evolution of HR from “personnel police” to culture architects—and why most organizations are stuck in the pastThe science behind why emotions and a sense of belonging at work fuel profitabilityWhy letting go of short-term thinking is essential in the age of AI (spoiler alert: robots can’t replace genuine human connection)The broken pipeline in Hollywood and other fields that keeps real talent and diversity out of reach—and how Jessica helped raise assistant pay industry-wideNavigating generational rifts, from Gen Z’s boundary-setting to Gen X’s “work-as-life” mindset, and what leaders need to realize about new definitions of successThe tricky but critical difference between bringing your authentic self versus your whole self to work—and how to set healthy boundaries as a leaderPractical, hard-won advice for building workplaces where people actually want to show up (and what happens when you finally give them a voice)If you’re a business owner, manager, future leader, or anyone struggling with workplace “mess”—don’t miss this deep, frank, and refreshingly actionable conversation. You’ll walk away with new strategies (and maybe a few hard truths) for bridging generational divides, unlocking creativity, and making your company a magnet for talent.Episode Overview[00:00] Intro & Jessica's unexpected leap into HR[00:04] From “personnel” to people strategy: reframing the HR function[00:07] Ritz-Carlton & Enterprise: The business breakthrough of empowering employees[00:15] Why can’t CEOs see the ROI of treating people well?[00:25] Hollywood’s diversity problem and the legacy of gatekeeping[00:36] What Gen Z and Millennials really want at work (and why)[00:43] Authenticity vs. Oversharing: Navigating boundaries in the modern workplace[00:54] How being a parent (and a manager) can make you better at both[00:57] Jessica’s consulting journey & how to create a workplace everyone wants to work forTune in for an episode that just might change the way you think about work—and how to make it work better, for everyone. Hosted on Acast. See acast.com/privacy for more information.

What if the biggest problem with your writing isn’t your grammar or structure—but the way you think?In this eye-opening episode of Gen Mess with Tess, host Tess Brigham sits down with her personal writing coach, Brian Morgan, founder of Think Deeply, Write Clearly, to reveal the transformative link between writing, thinking, and the human condition. Get ready to reconsider everything you thought you knew about creativity, communication, and the very process of making sense of the world.Brian shares his unconventional journey from struggling actor to billion-dollar report editor, ultimately landing as a leading expert in sense-making through writing. Together, Tess and Brian dive into:Why most writing problems are actually rooted in muddled thinking—and why most schools do a terrible job of teaching this.The surprising truth about creative careers: Do most artists really want to be artists, or just famous?The dangers of trusting leaders who speak in conclusions instead of thoughtful frameworks (with spicy commentary on today’s political climate!)Why Gen Z and today’s college students are falling behind in critical thinking and communication—and how our current education structures are failing themThe one daily practice that can immediately make you a clearer thinker, communicator, and human beingWhether you’re a business leader, educator, or someone wanting to bridge the generational communication gap, this episode is packed with vulnerable stories, tough truths, and actionable takeaways for thriving in the modern world—mess and all.Timestamped Overview:00:00 – Tess introduces the Gen Mess with Tess and welcomes Brian Morgan 00:01 – Brian’s background: From acting to editing billion-dollar contracts to writing coaching 00:07 – Are artists really after creative mastery or just fame? 00:14 – What acting teaches about observation, sense-making, and writing 00:17 – Why most writing “problems” are actually thinking problems 00:22 – The danger of conclusions without sense-making frameworks; politics and business examples 00:29 – Is it our individual job to make sense of the world? Stories of self-reflection, failure, and growth 00:43 – The crisis in education: Why today’s students struggle with thinking and writing (COVID-19’s impact and beyond) 00:50 – Rapid fire: Brian’s top writing/communication tip you can use right now 00:53 – Free resource: How to join Brian’s 90-day prolific writing programListen, reflect, and discover how you can clean up your own “gen mess”—one clear thought at a time. Hosted on Acast. See acast.com/privacy for more information.

What if the American Dream was never really meant for everyone? And what if today’s younger generations are reinventing it into something healthier and more meaningful?In this thought-provoking solo episode, Tess Brigham dives headfirst into the messy legacy of the American Dream—exposing who it really served, how it shaped generations, and why Gen Z and Millennials are outgrowing the old rules. Tess peels back the glossy myth of "work hard and you’ll have it all," uncovering the hidden realities of racial, gender, and economic exclusion. Through personal anecdotes, cultural observations (from Bake Sale Betty to Barbie to Mad Men), and data-driven insights, Tess reveals how younger generations are rewriting the dream: prioritizing enough over excess, values over grind, and happiness over hustle.Tune in to discover:The untold limitations of the post-war American Dream—even at its peakHow today’s economic realities stack the odds against traditional milestonesWhy Gen Z is rejecting burnout culture and chasing a new vision of “enoughness”What companies must change to attract and keep the next generation of talentThe surprising truth about what really drives our pursuit of successIf you’ve ever wondered why “kids these days” have different aspirations—or if you’re struggling with your own feelings about work and self-worth—this episode will help you see the American Dream in a whole new light.Timestamps:00:00 — Show intro and the American Dream: myth vs. reality02:16 — Who actually got access to the American Dream post-WWII04:27 — Bake Sale Betty: Redefining business success and work-life balance08:50 — The American Dream today: College debt, housing prices, and wage stagnation12:20 — Gen Z’s new dream: Mental well-being and purposeful work14:19 — Pop culture shifts: From Barbie to Mad Men15:57 — A Dream of “enough”: What if fulfillment is the goal?17:59 — Wrap up: Living with the messy, evolving American DreamSubscribe for more real talk with Tess Brigham, or visit tessbrigham.com to learn how Tess can help your organization thrive across generations! Hosted on Acast. See acast.com/privacy for more information.

What if the secret to true influence is saying “no” more often than saying “yes”?In this eye-opening episode of Gen Mess with Tess, host Tess Brigham sits down with Brad Hoos—CEO of The Outloud Group and founder of Musk Ox—to unravel the myths and realities behind the influencer industry, generational shifts at work, and what it really takes to lead with authenticity.Brad didn’t set out to become an influencer marketing expert—in fact, he’s a self-described “recovering engineer” and ex-management consultant. But after an unlikely twist in his career, Brad now leads an agency representing top creators on YouTube, TikTok, and beyond. Together, Tess and Brad dig deep into:The science of influence: Can you “fake” true influence, or is it rooted in trust and authenticity? And why is it often the creators who turn down brand deals who drive the biggest results?Generational insights: How Gen Z and millennials are changing the digital landscape, why “YouTube famous” now simply means “famous,” and whether being an influencer is just a masked quest for connection and self-acceptance.The CEO’s balancing act: Brad reveals how he protects his mental health amid chaos, the productivity hacks that actually work, and the surprising lesson that changed everything about how he leads.Company culture that sticks: Hear how Outloud Group centers success on personal growth and emotional intelligence, and how radical direct communication keeps their workplace free of toxic gossip.The power of saying no: Why knowing when to walk away—from brand deals, tasks, or even outdated life advice—might be the ultimate “growth hack.”Plus, Tess and Brad open up about parenting across generations, living in the chaotic mess of life, and what today’s rising leaders are getting right (and wrong) about carving their own paths.This episode is a must-listen whether you’re an aspiring influencer, people leader, or simply navigating the generational dynamics at work and home.Timestamped Episode Overview:00:00 – Tess introduces Brad Hoos and the evolving generational “mess” 01:09 – Brad’s unexpected journey from engineering to influencer marketing 03:50 – Why consulting shaped his approach to data-driven, people-first campaigns 05:46 – The Super Bowl, Kendrick Lamar, and the myth of “faking” influence 06:48 – How trust and authenticity drive true influence online 09:06 – The power of creators saying “no” and the perils of commercial oversaturation 12:02 – Brad’s daily routines and mental health as a CEO 15:09 – Productivity hacks that actually work (and those that don’t) 18:42 – Why subtraction is the real path to sanity for leaders 21:58 – Outloud’s unique definition of success and growth-focused culture 25:37 – Building a company around emotional intelligence and radical candor 28:05 – Brad’s pivotal moment learning to stop carrying leadership’s emotional weight 32:37 – Parenting, presence, and finding joy in living fully “in the moment” 36:53 – How millennials and Gen Z have redefined influence, fame, and advocacy 44:27 – Why Gen Z’s drive for purpose and connection is changing everything 50:41 – Is the influencer dream a search for real community?Don’t forget to subscribe, and if you’re ready to bridge your own generational gaps, check out Tess’s work at tessbrigham.com or connect with Brad and his team at outloudgroup.com! Hosted on Acast. See acast.com/privacy for more information.

What if your favorite ‘90s sitcom is actually an aspirational fantasy—and today’s TV is a brutally honest mirror?In this unexpected solo episode, Tess Brigham dives into the wild evolution of 20-something life on TV, revealing what Friends got right (and wrong) about young adulthood, and why the new FX series Adults hits closer to home for Gen Z.Tess shares her own Hollywood background before she became a therapist and coach, unpacking how pop culture doesn’t just entertain us—it reflects our deepest worries, hopes, and the messy realities of growing up. Using Friends and Adults as cultural bookends, Tess explores how economic stability, rent prices, college debt, technology, social media, and discussions around identity and mental health have radically reshaped what it means to "grow up" over just 30 years.Key highlights include:The jaw-dropping gap between ‘90s economic realities and today’s housing and job market for young adultsWhy Friends never tackled race, sexuality, or student debt—and how Adults puts those issues front and centerHow social media has blown up the scale of comparison and anxiety for today’s 20-somethingsSurprising universal truths: no matter the decade, everyone in their twenties feels lost, unsure, and desperate to find their peopleWhat both older and younger generations can learn from these showsWhether you grew up wishing you could hang out at Central Perk or you’re hustling in your parents' house in Queens, this episode asks: What does adulthood really mean—and how do we redefine it together?Timestamped Episode Overview:00:00:01 – Intro & show mission; Tess shares her Hollywood background00:01:33 – Why pop culture is a “mirror” for our lives00:02:02 – Comparing FX’s Adults and Friends: then vs. now00:03:38 – Economic realities for young adults in the ‘90s00:04:51 – Tech, social media, and how comparison has changed00:05:31 – How Adults depicts modern realities: housing, healthcare, and job insecurity00:07:59 – (Ad break) Tess discusses her work with organizations00:08:45 – Diversity, privilege, identity: from invisible to center stage00:09:31 – Universal truths of young adulthood that never change00:10:59 – Today’s heightened pressures: rent, debt, and fragile economy00:12:11 – Technology amplifies awareness—and anxiety00:13:18 – Why comparing the two shows matters for every generation00:14:16 – What each generation can learn from Friends and Adults00:14:58 – The enduring importance of friendship and connection00:16:25 – Closing thoughts & where to find more from TessDon’t miss this episode if you’ve ever felt caught between nostalgia and reality—or want to understand how every generation tries (and struggles) to make sense of this “gen mess.” Hosted on Acast. See acast.com/privacy for more information.

What if the secret to manifesting the life you want isn’t just about thinking positive thoughts—what if it’s about understanding how your mind, heart, and healing all work together?In this episode of Gen Mess with Tess, host Tess Brigham sits down with transformational speaker and life coach Billy Giannouloudis (aka Billy G), and the conversation is full of surprising wisdom, down-to-earth insights, and a fresh, spiritual take on both coaching and therapy.Billy shares the profound turning point in his life when everything seemed to fall apart—family, relationships, career plans—only to realize that this mess was exactly what led him to his true calling. He opens up about his coaching journey, including his training with Tony Robbins, and reveals how real transformation happens when we blend action-based coaching with deeper therapeutic healing.Key highlights include:The shocking way Billy found his life’s purpose when everything else collapsed.The “doorknob effect” in coaching, and why the biggest breakthroughs often come right at the end of a conversation.Billy’s core approach: mastering your thoughts, words, and beliefs—the three things everyone can control.Demystifying manifestation: Why most people get it wrong, and how manifesting is actually happening all the time, even when you’re asleep.A candid discussion about generational shifts, technology, and how Millennials (and younger generations) are rewriting the rules for personal growth, emotions, and healing.Tess and Billy’s practical advice for both skeptics and enthusiasts: how to make change stick, bridge the generational gap, and move from “fixing the mess” to thriving in it.Whether you’re curious about what really works in life coaching, trying to rewrite your own mental script, or just looking to finally “get” manifestation without the hype, this episode brings the real talk and actionable steps you need.Episode Overview (Timestamps):00:00:01 – Intro and Tess welcomes Billy Giannouloudis00:01:25 – Billy’s origin story: from psychology to rock bottom to life coaching00:03:13 – Mixing therapy with Tony Robbins’ coaching: What stuck, what changed00:05:27 – How to make borrowed wisdom your own—becoming the first you, not the next someone else00:07:52 – Billy’s practical process for helping high performers and everyday clients get unstuck00:11:49 – The “three things you control”: thoughts, words, and actions/beliefs00:17:01 – What most people misunderstand about manifestation (and why it’s not just about repeating affirmations)00:24:19 – How generational experiences—from 9/11 to tech—shape Millennials and beyond00:32:43 – Answering skeptics: Can younger coaches help older clients? (Billy’s answer might surprise you)00:36:36 – Where to find Billy online and wrap-up with TessListen in for a truly fresh conversation that blends the pragmatic, the spiritual, and the real challenges we all face living in the “mess” of modern life. Hosted on Acast. See acast.com/privacy for more information.

<aside>Show NotesWhat if your job was just a hobby—and not your entire reason for existence?On this episode of “Gen Mess with Tess,” host Tess Brigham sits down with Katie O’Brien, a Gen Z professional working abroad at a multinational company, who’s redefining what it means to build a career in a world overflowing with choices, expectations, and the ever-present pressure of comparison.Together, Tess and Katie dive into the most surprising realities of starting out in today’s workforce—not just the freedom to pivot and explore multiple paths, but also the unexpected paralysis that comes from “too many options.” Katie opens up about the struggles of decision making in an age of social media highlight reels, the burden of being compared to previous generations, and her candid take on why Gen Z refuses to let work define their entire lives.Other key highlights include:Katie’s revelation that most people don’t just have one career anymore—and why that realization can be liberating (or terrifying)Why Gen Z is often misread as “not wanting to work,” when really they’re just setting boundaries and craving growth beyond the day-to-day grindA deep dive into the anxieties sparked by constant comparison (think: friends traveling, buying homes, or switching careers), and how Katie manages that voice in her head telling her to do it allThe power of managers sharing their own stories—and how generational conversations at work are evolvingKatie’s best advice for managers: every Gen Zer is different, so don’t assume what works for one will work for anotherA refreshingly honest reminder: Adulthood and working life is “hard, but not impossible”—and why we all need to be a little kinder to ourselves (and each other)Whether you’re trying to figure out your next move, manage Gen Z employees, or just want to know how today’s young professionals are navigating their own “gen mess,” this episode will give you insight, practical advice, and maybe even a little relief knowing everyone’s just figuring it out as they go.Episode Overview:00:00 — Introduction & Katie’s background: work isn’t what it used to be03:00 — The myth of one career path and the overwhelm of too many choices06:00 — Facing generational judgment at work09:30 — The importance of supportive managers and generational perspectives11:00 — Skills over degrees: Why backgrounds don’t always matter16:00 — Taking advice with perspective & learning to filter feedback19:00 — Social media’s impact on decision making and comparison24:00 — The quest for life balance, happiness, and living intentionally31:00 — Gen Z trends: Work as a hobby, not an identity34:00 — What older managers should know about Gen Z36:00 — The real talk: Adulthood is hard, and that’s okayListen in for an authentic, cross-generational conversation about what it really means to make sense of the mess today. Hosted on Acast. See acast.com/privacy for more information.

What if everything you thought you knew about yourself—and the world around you—was just one small piece of a much bigger, messier puzzle?In this deeply personal solo episode, host Tess Brigham pulls back the curtain on "The Gen Mess with Tess," revealing major changes to the direction of the show. Tess opens up about her journey from focusing solely on generational differences to confronting the deeper, messier questions about identity, purpose, and making sense of a confusing world. She candidly shares why she’s expanding the scope of the podcast, explains the real meaning behind the term “mess,” and how embracing life’s gray areas can bring more peace and self-acceptance.Listeners will get an inside look at:The pitfalls of labeling entire generations and why Tess is stepping away from that as her only angleThe story behind “Messy Tessy” and learning to embrace the messiness in lifeHow sitting with uncertainty and discomfort is essential to personal growthA preview of richer, more honest topics coming up—from grief and work transitions to relationships, creativity, and everything in betweenIf you’ve ever felt lost, stuck, or overwhelmed by a world that doesn’t make sense, this episode offers comfort, clarity, and an invitation to explore life’s uncertainties together.Episode Overview & Timestamps:[00:00:01] Tess introduces the episode and shares her original purpose for the podcast[00:01:23] Criticisms facing young generations and the generational narrative in the media[00:03:21] Realizing the need for a new direction and what Tess wants from her own listening experience[00:04:37] The desire to make sense of the world, and the importance of embracing uncertainty[00:05:12] Expanding beyond generations—introducing wider topics and personal stories[00:08:30] The meaning of “The Gen Mess” title and Tess’s journey embracing her own “messiness”[00:09:50] Accepting that life is messy and finding peace in the gray areas[00:10:20] What’s changing in the show’s format and the invitation for listener feedback[00:11:28] Tess closes with gratitude and excitement for what’s nextTune in and get ready to find comfort—and maybe even answers—in the messiness of being human. Hosted on Acast. See acast.com/privacy for more information.

Ever wondered why your business feels stuck in chaos—no matter how innovative your big idea is? Here’s the shocker: The real bottleneck might be you.In this eye-opening episode of Gen Mess with Tess, host Tess Brigham sits down with Jhana Li, operations expert and founder of Spyglass Ops, who shares how even the most visionary entrepreneurs can unintentionally hold their businesses back. Jhana reveals why the skills that get you started—wearing all the hats, holding the reins tight—are the same habits that keep your company from reaching the next level of growth.Key Highlights:Jhana’s candid journey from failed startup employee to 22-year-old COO and coach—plus what she learned about leadership and operations along the wayThe surprisingly simple difference between visionary founders and world-class operatorsWhy trying to “do it all” is a growth killer, and the power of delegation and trust in building successful teamsConfronting the mirror: The radical role of self-awareness, emotional work, and personal growth in business successHow Jhana leverages her unique position as a young woman in a male-dominated space to create a competitive advantageThe truth about Gen Z and Millennial work habits—debunking the “entitled/lazy” myth with real stories from small, successful remote teamsLeadership hacks: Why focusing on outcomes (not hours worked) and genuinely caring about team members’ goals creates high-performing, motivated workplacesWant to go deeper? Connect with Jhana Li at Spyglass Ops or follow her on LinkedIn and Instagram @jhanali. For more generational insights and practical strategies, subscribe to Gen Mess with Tess, and visit tessbrigham.com for coaching, courses, and more!Remember: Cleaning up the “gen mess” in your business starts with one real, honest conversation—and that starts with you.Timestamped Overview00:00 From Failure to Entrepreneurial Success06:21 Balancing Leadership: Vision vs. Details08:59 Founders Struggle to Delegate11:38 Generational Shift in Communication Styles14:26 "Standing Out as a Competitive Advantage"17:29 Finding Growth in Challenges22:44 Shifting Confidence Sources23:48 Navigating Quarter-Life Crisis27:33 "Focus on Individual Needs"34:08 Quarter-Life Crisis and Mental Health37:26 "Seeking Growth-Oriented Collaborators"39:39 People-Centric Leadership Focus42:43 "Human Connection is Challenging"46:05 Scaling Teams for Digital Founders Hosted on Acast. See acast.com/privacy for more information.

What if everything you thought you knew about “American culture” was invisible—to you, but glaringly obvious to everyone else?In this revealing episode of Gen Mess with Tess, host Tess Brigham sits down with Lanie Denslow, renowned cultural translator and author, to break down the unspoken rules and quiet revolutions shaping generational and cross-cultural dynamics in the modern workplace. Together, they explore the evolving global landscape—where today’s youth, from Tokyo to Paris to California, are shaking up tradition in the name of mental health, work-life balance, and redefining success.Key Highlights:Culture is More Than Food & Fashion: Lanie unpacks culture as “the software of the mind”—the unwritten scripts that guide everything from workplace etiquette to how we form friendships, often so ingrained we don’t see them until challenged by someone who does things differently.Generations vs. Geography: How Gen Z’s workplace “rebellions”— prioritizing mental health, rejecting burnout, and seeking meaningful experiences—are unfolding around the globe, but not always in the same ways as in the U.S.Peaches and Coconuts: Discover why Americans are “peaches”—friendly on the surface but private at the core—while most of the world are “coconuts,” reserved at first but deeply loyal once you break through.Why We All Need Cultural Training: Lanie makes the compelling case for company-wide cultural awareness—not just for executives, but for every team member—so that everyone, from new hires to seasoned leaders, learns to ask: “Could something cultural be happening here?”Cleaning Up the Gen Mess: Tess and Lanie offer concrete strategies for bridging generational and cultural divides, including the importance of curiosity, empathy, and open communication between all ages and backgrounds.For more insights from Lanie Denslow, check out her books like Working with Americans and connect with her at worldwiseonline.net. Follow Tess at tessbrigham.com for resources on bridging the generational gap in your workplace and life.Let’s get curious, get connected, and clean up the Gen Mess—one conversation at a time!Timestamped Overview00:00 "Understanding Cultural Differences in Business"05:00 "Cultural Perception and Interaction"09:47 Shifting Traditions in Japan13:03 "Cultural Diversity Among Youth"17:19 Youth Travel Fueled by Internet21:02 Living in the Moment: Gen Z21:44 Embracing Failure: A Unique American Culture26:46 "American Social Dynamics: Peaches Analogy"28:55 Navigating International Friendships34:29 "Close-Knit Social Circles"39:00 Cross-Cultural Training for Global Leaders41:36 Cultural Awareness in the Workplace46:19 Generational Work Attitude Shift48:25 "Training for Evolving Work Culture" Hosted on Acast. See acast.com/privacy for more information.

What if the biggest obstacle to workplace harmony isn’t lazy young workers or out-of-touch bosses—but a silent, generational “stalemate” that’s sabotaging both sides?In this solo episode of Gen Mess with Tess, host Tess Brigham takes you behind the scenes of a revealing conversation with a group of seasoned law firm owners—mostly Gen Xers—who are struggling not with legal cases, but with the rapidly shifting expectations of their Gen Z associates. Tess ditches the slideshow for honest dialogue, tackling the real questions on everyone's mind: Who’s really responsible for bridging the generational gap at work? Are younger workers asking for too much, or is it the system that’s failing them? And why are definitions of success so different—and so contentious—across age groups?Key Highlights:The Heart of the Struggle: Tess shares candid moments from her talk with law firm leaders who feel overwhelmed by the need to offer more support and flexibility, while also adjusting their management styles for a new generation of workers.Work Ethic vs. Well-being: Hear how the expectation to “hustle” is colliding with Gen Z’s unapologetic focus on mental health, work-life balance, and redefining success.Systemic Traps: Tess exposes the financial pressures facing young associates, from sky-high rents to crushing student loans, and how these realities shape the modern workplace.The Fairness Divide: Explore how older and younger employees see “fairness” in radically different ways, and why mutual suspicion only worsens the gen mess.Practical Insights: From boundary-setting and honest communication to rethinking what it means to be successful, Tess offers clear, actionable advice for workers and leaders at every level.Questions or stories to share? Tess invites you to send in your experiences—whether you’re running a law firm, working your way up, or just trying to survive the generational mess.Don’t let the Gen Mess mess with you. Tune in, rethink what it means to thrive at work, and help fix the generation gap—one conversation at a time.Timestamped Overview00:00 Workforce Tensions Between Generations04:22 Empowerment Through Self-Control07:19 Generational Work Ethic Clash10:13 Housing Costs Outpace Wage Growth12:42 Redefining Success and Fairness17:45 Redefining Success Across Generations20:07 Embrace Uncomfortable Change Hosted on Acast. See acast.com/privacy for more information.

What if the biggest reason you hate your job isn’t YOUR fault—but a 150-year-old management system designed to treat you like a cog, not a human being?That’s exactly what gets uncovered in this episode of Gen Mess with Tess, where Tess Brigham sits down with workplace revolutionary Jason Lauritsen. Jason shares his compelling journey from Iowa farm kid to corporate HR leader and bestselling author on a mission to fix—yes, FIX—the way we treat people at work.Key Highlights You’ll Hear:Jason’s eye-opening origin story: How witnessing his father’s battle for integrity at work ignited Jason’s lifelong drive to repair “broken” workplaces.The ugly truth about how industrial-age management STILL rules today—and what needs to change so people can actually thrive.Why generational “workplace drama” is often just a lack of clarity and relationship skills, not a battle between ages.The simple, genius “Check-In Method” for managers and coworkers—a four-step, 5-minute approach that will transform the way you communicate, build trust, and solve problems at work.Debunking resistance: Why leaders fear real conversations (and how to move through your fear of not having all the answers).Ways generational trauma shows up at work—and the critical shift needed to break the cycle, no matter your age or role.For more on Jason’s management strategies and the Check-In Method, connect with him at jasonlauritsen.com, check out his podcast Check in with Jason Lauritsen, or find him on LinkedIn.Ready to stop letting the “gen mess” mess with YOU? Listen in, stay curious, and let’s start cleaning up the workplace—one real conversation at a time.Timestamped Overview00:00 Understanding My Origin Story06:07 Headhunting: Navigating Workplace Dysfunction09:07 Choosing People-Centric Workplaces10:05 "Outdated Work Systems"14:14 Desire for Individuality at Work18:21 Hollywood's Hierarchical Hazing Culture22:34 "The Check-In Method's Simplicity"23:47 Essential Management: The Check-In Method29:21 "Transformative Leadership Through Better Questions"31:17 Listening to Younger Employees34:13 Supporting, Not Fixing Relationships38:26 Avoid Generational Stereotypes42:50 Managing Expectations and Clarity45:02 Align Expectations with Employees47:26 "Find Jason at JasonLauritsen.com Hosted on Acast. See acast.com/privacy for more information.

What if the generational "mess" at work isn't just about age—it's about culture, communication, and what no one ever tells you on your first day?In this revealing episode of Gen Mess with Tess, host Tess Brigham sits down with Tracy Ward, award-winning HR executive and corporate culture strategist, to unpack the real dynamics that shape our workplaces. Together, they dive deep into Tracy's unique journey from aspiring bioengineer to HR leader, and share eye-opening insights on why so many new employees feel lost—not because they're unprepared, but because companies forget to teach the "unwritten rules" that create true belonging at work.Key Highlights:The hidden pitfalls of workplace culture that trip up new hires—and how to fix them before burnout sets in.Generational patterns at work: How Gen Z's desire for purpose, Gen X's "work first" mentality, and evolving attitudes toward boundaries and self-care are changing the way leaders need to engage and retain talent.Actionable ways to make your onboarding process more intentional, including assigning buddies, demystifying strange company jargon, and leveraging peer support.The critical importance of communication around employee benefits, and why reminding your team about available resources is an act of genuine care.Why relationships at work—not just salary or perks—are the #1 reason people stick around (or leave).Balancing business goals with creating sustainable, people-first workplaces—and the business case for happiness and trust.Ready to clean up the gen mess at your own workplace? Tune in and discover practical strategies to create a place where every generation—and every individual—can thrive.Resources: Find Tracy Ward and learn more about Forward Talent Strategies at www.forwardtalentstrategies.com, or connect with her on LinkedIn. And don’t forget: the path to a healthier, more vibrant work culture starts with one intentional conversation—maybe yours!Timestamped Overview00:00 "Passion for HR Leadership Journey"06:05 Onboarding: Organizational Responsibility Debate08:53 Generational Shifts in Workplace Values10:25 Empowered Employee Communication15:45 Enhancing Employee Benefits Communication18:45 Promoting Resources Through Accessibility22:50 Workplace Bonds and Purpose24:51 "Impact of Employee Turnover"27:13 Leadership Change and Influence Struggles33:03 Importance of Third-Party Trust34:34 Balancing People and Profits Hosted on Acast. See acast.com/privacy for more information.

What if your company’s employee benefits plan could be the secret weapon that keeps your top talent loyal—and even attracts new superstars through the door?In this enlightening episode of Gen Mess with Tess, host Tess Brigham sits down with powerhouse employee benefits strategist, Sirena Dimas, to pull back the curtain on what really makes benefits matter in today’s rapidly changing workplace.Key Highlights:Why company benefits aren’t just an expense—they’re an underused asset that could drive business growth and retention (and how to shift your mindset).Sirena’s unique journey from young mom to industry leader, and the “listening” skill that launched her success.The generational evolution of benefits: what companies (and employees!) wanted 20 years ago versus today, including a powerful look at the rise of mental health support and financial wellness benefits.Candid stories on multigenerational workplaces and families—like what happens when a Gen X, an elder Millennial, Gen Z, and Alphas all live together (hint: mediation skills come in VERY handy!).Practical tips for boosting benefit engagement—open enrollment meetings, digital resources, FAQs, and why communication must match each generation’s style.Whether you lead a business, manage a team, or just want to understand how work culture is evolving across generations, this episode is packed with the wisdom (and real-world stories) you need to start fixing the Gen Mess—one conversation at a time.Loved this episode?Share it with a manager or HR pro who wants to rethink their benefits strategy!Try a new way of communicating with your colleagues this week—see what clarity and connection you can create.Stay tuned and subscribe for more insights on navigating generational dynamics at work and at home.Remember: Your benefits package and your people are your company’s greatest assets. Make sure everyone knows how to use them!Timestamped Overview00:00 "Gen Mess Podcast with Tess"03:27 Insurance: A Personal Journey07:25 Consumer Mindset: Expense to Asset11:19 Employee Financial Literacy Gaps13:47 Navigating Employee Health Benefits19:54 Children Witness Work Stress22:39 Graduating in the '90s vs. '00s25:28 Supportive Client Relationships29:05 Hands-On Learning Beats Tech31:20 Printer and Battery Misunderstandings34:18 Parenting Approaches Across Generations37:18 "First Speaker Buys the Product" Hosted on Acast. See acast.com/privacy for more information.

What if your “common sense” approach at work is actually causing a generational divide you don’t even see?In this thought-provoking episode of Gen Mess with Tess, host Tess Brigham sits down with leadership coach and author Rachel Burr for a refreshingly honest and practical look at why generational misunderstandings are so rampant in the workplace—and how leaders (and employees!) can finally start cleaning up the “gen mess.”Key Highlights:The Circuitous Path to Great Leadership: Rachel shares her real, non-linear journey from clinical psychology into executive coaching—and how detours are often where true growth happens.The Emperor’s New Clothes in the C-Suite: Discover why senior leaders often stop hearing the truth from their people, and why intentional listening is the most overlooked tool for powerful leadership.Inside-Out Leadership: We explore what it means to show up as an authentic leader (regardless of personality type), and why “cookie-cutter” solutions always fall short.Generational Blind Spots: Dive into the biggest misunderstandings between Boomers, Gen X, Millennials, and Gen Z. You’ll learn how “common sense” is built on common experience—and why neither side is right or wrong.What Gen Z Really Wants (and Needs): Rachel shares what young professionals are seeking from their leaders—context, purpose, and the why behind what they do—and how these are human essentials, not generational demands.The Hard Truth About Transformation: Rachel’s new book, Butterfly Goo, challenges the Instagram myth that growth is glamorous. Real transformation is messy, uncomfortable, and never happens overnight.Want to go deeper? Check out Rachel’s book, Butterfly Goo: The Down and Dirty Truth of Transformation, for raw, real stories and practical strategies for authentic growth.Curious to break your own generational cycle at work? Start by sharing this episode with your team, and open up a real dialogue. Because cleaning up the gen mess starts with one honest conversation at a time.Timestamped Overview00:00 "Humorous Memoir on Nonlinear Journeys"06:18 Leadership Disconnection Challenges08:40 Promotion Challenges Within a Team11:35 Core Values and Leadership Identity15:50 "Leaders Seeking Context and Purpose"18:02 "Generational Experiences and Challenges"23:00 Generational Perspectives on Change24:38 Internalize Less, Respect More28:36 The Challenge of Common Knowledge32:14 Rethinking Success: Sink or Swim34:33 "Emotional Intelligence and Management"38:09 Shaming: Ineffective Leadership Strategy?42:12 Bridging Generational Understanding46:51 "Choose Your Own Transformation Adventure"50:07 "Comfort Zones Limit Growth"51:11 "Conscious Choice and Growth" Hosted on Acast. See acast.com/privacy for more information.

What if fear isn't your enemy, but actually your greatest secret weapon?In this powerful episode of Gen Mess with Tess, host Tess Brigham sits down with the dynamic Jacqueline Wales—TEDx speaker, author, coach, and all-around powerhouse—to unpack how fear runs (and often, ruins) our lives, across every generation. Jacqueline, whose inspiring journey includes overcoming childhood trauma, financial devastation, and a life rebuilt from scratch, reveals why “being fearless” is a myth—and why courage is really about making your next bold move in the face of fear, not its absence.Key Highlights:Fear Exposed: Hear why Jacqueline calls fear a “strategic advantage”—and how to use it as fuel for your own growth.The Science of Fear: Gain crucial insight into the biology and stories your mind fabricates, including how fear operates on a subconscious and cellular level, and why most of our fears are based on imagined threats.Generational Mess: Explore why Gen Z is more risk-averse and anxious than previous generations, and what boomers get wrong (and right) about the next wave of leaders.Deceitful Thinking: Discover how “deceitful thinking” tricks us into believing self-doubt, procrastination, and perfectionism are facts—not just stories we’ve internalized over time.Real-Life Tools: From simply saying “thank you” to a compliment, to breaking through resistance and perfectionism, get actionable steps to flip the fear narrative in your daily life.Ready to clean up your gen mess by turning fear into your fiercest ally? Listen in, challenge your old beliefs, and take bold steps toward the life you want. And don’t forget—stay curious, stay courageous, and stop letting fear run the show.Connect with Jacqueline Wales:WebsiteLinkedIn (search Jacqueline Wales)Email for the free 30-Day Fear Busting Challenge: [email protected] us know how you’re using these lessons—share your breakthroughs and questions with us, and keep the conversation going. Until next time, own your power and don’t let the gen mess mess with you!Timestamped Overview00:00 "Gen Mess Podcast: Fear as Advantage"05:32 Confronting Fear and Self-Limitation06:50 Struggles with Self-Worth13:20 "Deceitful Thinking Explored"16:28 "Growing Up in Unsettled Times"17:57 "Personal Growth and Social Impact"22:49 Fostering Understanding and Curiosity26:41 "Embrace Self-Worth Over Validation"27:51 Healing Emotions at Cellular Level30:49 Reclaim Your Personal Power34:38 "Horror Curiosity and Women's Voice"37:16 Generational Workplace Expectations Clash40:42 "30-Day Fear-Busting Challenge" Hosted on Acast. See acast.com/privacy for more information.

What if your career achievements are actually the least memorable thing about you at work?In this captivating episode of "Gen Mess with Tess," host Tess Brigham sits down with John Garrett, a former Big Four CPA turned stand-up comedian and award-winning keynote speaker, to dig deep into the messy world of generational workplace dynamics—and why bringing your whole self to work is your biggest asset.Episode Highlights:The Surprising Power of Your “And”: John reveals how your outside interests—not just your job title—define who you are at work and are what people actually remember years later.From CPA to Comedian: Hear how John’s journey from cubicles to comedy clubs (and back again as a corporate culture guru) taught him lessons every leader should know about authenticity, connection, and communication.Authenticity vs. Professionalism: Why embracing your passions and quirks doesn’t mean sacrificing professionalism—and how leaders can balance both for a thriving workplace.Generational Differences, Demystified: Tess and John dive into whether Gen Z, Millennials, and Boomers really want such different things—or if we’re all just seeking belonging in our own way.Actionable Connection: The show unpacks research, real stories, and simple strategies to build rapport across generational divides and foster a workplace where people want to stick around.Continue the Conversation: Want practical tools, leadership trainings, or just a dose of fun inspiration? Check out John Garrett’s book and resources at whatsyourand.com and tune in for more real-talk every week here on "Gen Mess with Tess."Remember: The Gen Mess gets cleaned up one authentic conversation at a time. So what’s your “And”—and how will you share it this week?Timestamped Overview00:00 First Comedy Paycheck Surprise04:46 Midwest Comedy Opportunities07:26 "Comedy and Identity Merge"10:07 Technical Skills Aren't Enough Anymore16:10 "The Power of Speaking Out Loud"17:29 Conversational Language and Comedy Confidence21:28 Ego and Miscommunication Issues23:40 Reevaluating Work-Life Balance27:48 Redefining Success Across Generations30:09 "Balancing Work and Personal Identity"32:55 COVID's Impact on Mutual Understanding38:39 "Workplace that Values Whole Self"41:19 "Embracing Imperfection in the Workplace"44:17 Intentional Time Between Work Hours48:26 Vetting by Conversation49:25 "Pug Passionate Conversations Thrive" Hosted on Acast. See acast.com/privacy for more information.

What if the real reason your team is struggling isn’t just about generational clashes—but about whether your employees feel seen, heard, and valued at work?On this eye-opening episode of Gen Mess with Tess, host Tess Brigham sits down with Dr. Ryan Warner, award-winning consulting psychologist, military leader, and Fortune 500 organizational strategist. Together, they dig beneath the surface of generational dynamics to reveal the hidden causes of workplace stress and conflict—and show you what truly builds inclusive, high-performing teams.Key Highlights:Dr. Warner’s riveting journey from college athlete to military psychologist, and how his passion for health and wellness led to a global consulting career.Behind-the-scenes in the military: the surprising generational dynamics and why communication, not just hierarchy, drives team success.The truth about DEI (Diversity, Equity, Inclusion) in 2024: Why performative checkbox initiatives fail and how truly embedding inclusion into daily practice can transform organizations—regardless of what the headlines say.How real inclusion boosts productivity, mental well-being, and innovation—plus why addressing bias and building psychological safety are essential.Actionable advice for leaders who feel overwhelmed: Where to start, how to create more inclusive systems without piling on more work, and why even small changes (like feedback loops and cross-generational mentoring) can make a massive impact.Connect with the Show: Visit TessBrigham.com or find Dr. Ryan Warner at rcwarnerconsulting.com to learn more about their work and upcoming opportunities.Don’t let generational misunderstanding or outdated workplace practices hold your team back. Dive into this episode for real strategies—and start cleaning up your “gen mess” today!Timestamped Overview00:00 Passion for Health and Education05:06 Military Leadership and Entrepreneurial Journey07:56 "Internship Insights and Career Paths"10:35 "DEI Changes Spark Reflection"14:24 "Addressing Workplace Generational Challenges"19:13 Generational Bias in Organizations23:26 Inclusion's Impact on Workplace Productivity25:35 Balancing Work Culture and Leadership27:50 "Mindful Leadership & Inclusion" Hosted on Acast. See acast.com/privacy for more information.

What if everything you think you know about addiction and recovery is wrong? In this eye-opening episode of Gen Mess with Tess, host Tess Brigham sits down with Shirley Wantland, cofounder and principal of Recovery Consultants LLC, to dismantle the conventional wisdom around substance abuse, mental health, and healing. Shirley argues that no one is born an addict—and that true recovery comes from healing the inside, not just modifying behaviors on the outside.Key Highlights:Inside-Out Healing: Shirley reveals why the traditional "outside-in" approach to recovery often fails—and how focusing on internal healing leads to lasting change.Generational Shifts: Delve into how Baby Boomers, Gen X, Millennials, and Gen Z view substance use, achievement, and even parenting differently. Shirley exposes the intense pressures younger generations face and how this is reshaping addiction trends.Social Media & Isolation: Discover the surprising role social media plays in driving both addiction and disconnection among young people, and the social skills crisis it’s fueling.Cannabis Culture Unpacked: Hear why today's parents need to be extra vigilant about cannabis use—even if their kids “seem fine”—and the long-term consequences of chronic use.Generational Challenges at Work: Shirley shares personal insights on managing multi-generational teams—why simple things like phone vs. text can be a minefield, and how leaders can foster inclusive, resilient workplaces.Radical Compassion: Why seeing the pain behind anger—and focusing on understanding, not just fixing—can transform how we support loved ones struggling with addiction.Follow-Up with Shirley Wantland: Ready to dive deeper or need support? Visit recovery-consultants.com to book a free consultation, or connect on Instagram, Facebook, and LinkedIn for more insights.Don’t let the ‘gen mess’ mess with you—listen, reflect, and join us as we turn understanding into action, one conversation at a time.Timestamped Overview00:00 "Exploring Generational Dynamics and Recovery"05:32 Holistic Addiction Recovery Approaches08:32 Generational Parenting Shifts11:05 Social Media's Impact on Self-Image14:47 In-Person Mentorship Benefits17:49 Overprotective Parenting and Weed Concerns22:06 Cannabis-Induced Psychosis Concerns23:47 "Embrace Risk in Love and Life"29:29 Evolving Language and Inclusivity33:04 "Employee Needs Beyond Money"34:42 "Value Beyond Money"38:41 "Understanding Addiction Beyond Disease"41:12 "Understanding Anger's True Source"43:48 "Generational Identity Revelations" Hosted on Acast. See acast.com/privacy for more information.