A Bit of Optimism

The internet is flooded with advice for dating in the smartphone age: know your type, trust the spark, watch for red flags, protect your peace, never settle. It sounds like self-respect, but relationship expert Amy Chan thinks it’s a big reason dating feels impossible right now. Her argument: we need to correct the lessons we’ve learned when it comes to dating. The person who’s great on a first date isn’t necessarily great at a relationship. Instant chemistry isn’t always a good sign. A red flag could just be an imperfection. And keeping our options open has made a lot of us genuinely bad at choosing someone. Amy is the founder of Renew Breakup Bootcamp and the author of Unsingle: How to Date Smarter and Create Love That Lasts. For nearly two decades she’s looked at dating through psychology and neuroscience — why we’re drawn to certain people, why relationships fall apart, and what actually predicts whether one lasts. She started her career helping people end relationships… Now, she teaches them how to build one. In this episode you'll learn: ➡️ Why “instant chemistry” is one of the worst predictors of a lasting relationship ➡️ The quiet qualities research says actually predict a happy partnership ➡️ Why dating skills and relationship skills are two completely different skill sets ➡️ How the algorithm rewards red-flag advice 10X over green-flag advice (and what that’s doing to you) ➡️ Situationships: why the breakup hurts more when there was never a breakup ➡️ “Leaky energy,” micro-cheating, and the honest test for both ➡️ The 9-date experiment Amy gives clients who are stuck dating the same person ➡️ How the right relationship shrinks old wounds  ➡️ Why discomfort is a critical skill dating requires Amy’s advice isn’t about finding a better person. It’s about becoming someone better at love. And that’s advice all of us could use!  This… is A Bit of Optimism. + + + This episode is brought to you by SAP. Bring it with SAP GROW. The AI Cloud ERP for any size business. Learn more at https://SAP.com/GROW + + + To get a copy of Amy's book, Unsingle: How to Date Smarter and Create Love That Lasts, head to: https://missamychan.com/#books  + + + Chapters Chapters 00:00:00 Why Modern Dating Advice Is Making Us Worse at Love 00:02:26 From Broken Heart to Breakup Bootcamp 00:09:50 Why Dating Feels Harder Than Ever 00:11:35 The Two Different Skill Sets: Dating vs. Relationship 00:12:26 Online Dating and the Imagination Problem 00:14:17 The Coffee Date Defense and the "Five Out of Ten Rule" 00:15:53 The Cure for Avoidant Attachment 00:18:13 The ADHD Love Bomb Confession 00:24:49 What Self-Care Culture Gets Wrong About Commitment 00:30:31 Situationships: The Safe Space That Keeps You Stuck 00:33:07 Leaky Energy and Micro-Cheating 00:35:08 Amy's Seven-Year Relationship and Emotionally Corrective Experiences 00:39:28 The Instant Chemistry Trap 00:40:59 The Nine-Person Dating Experiment 00:44:37 Why Young People Aren't Dating Anymore 00:45:49 Bad Feelings Don't Mean It's Bad 00:48:02 The Single Skill That Saves Relationships + + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game. + + + Website: http://simonsinek.com/ Leaderful: https://simonsinek.com/leaderful Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek

Have you ever sat through a presentation and felt your attention just start to…drift? Chances are, it wasn't the content. It was the delivery. A year ago, Rob Willis was a corporate trainer with years of experience and a sharp eye for what makes people listen. He wondered if what he taught in workshops would resonate with a larger audience. So he started making short videos that break down what makes great speakers great: from their word choice, to structure, to the energy they brought to any room or conversation.  Rob even made a video breaking down my method of public speaking. In his video,  Rob dissects my signature opening line, and my friends couldn't stop sending it to me. One hundred videos in one hundred days later, Rob's videos are going viral on a regular basis, and a whole new audience is eager to learn from him. But what I find most interesting about Rob is where he actually learned all of this. Not in a classroom. He learned it by giving free walking tours in Berlin, where nobody pays up front and anyone can leave at any moment. If you're boring, people simply walk away — no tip, no small talk, just people voting with their feet. Rob and I discuss what that taught him about holding a room, why the smartest person in the room is rarely the most persuasive one, and the handful of simple, almost mechanical shifts that separate a forgettable pitch from one people actually remember. In this episode you'll learn: ➡️ Why "if I just explain it better" is the most common, and most inaccurate, assumption speakers make ➡️ Rob's trick for holding anyone's attention, whether it's a boardroom or a crowd on a street corner ➡️ What real charisma is made of (hint: it's not confidence, it's belief) ➡️ Why so many people suddenly sound fake the moment they step on stage ➡️ 5 things you can do in your next meeting to immediately present better  You don't need a TED Talk on your calendar to get something out of this one. Any of us who wants to be understood — in a meeting, a pitch, a hard conversation — will find something worth stealing. This… is A Bit of Optimism. + + + This episode is brought to you by SAP. Bring it with SAP GROW. The AI Cloud ERP for any size business. Learn more at https://SAP.com/GROW + + + Want to keep up with Rob and his video breakdowns? Check out: https://robdwillis.carrd.co/ + + + Chapters Chapters 00:00:00 The Former Tour Guide Who Cracked the Code 00:03:12 Why Trying to Sound Smart is Losing You the Room 00:03:48 100 Videos in 100 Days 00:06:16 Breaking Down the Patterns: What Makes Simon Sinek Work 00:07:33 Learning to Speak Without a Plan 00:11:41 The Knowledge Deficit Trap: Why More Information Doesn't Always Work 00:12:33 The Tour Guide Philosophy and Tracking What Actually Works 00:16:20 Simon's Book Writing Journey 00:23:10 The Art of the Distilled Message 00:25:53 The Bolt of Lightning Myth: How Great Ideas Really Happen 00:26:55 Let Them Get There First: The Power of the Aha Moment 00:29:10 Hans Rosling and What is True Charisma 00:31:47 Speaking With Conviction, Not Questions 00:34:30 The Speaking Voice Trap: Why You Sound Weird on Stage 00:36:42 Five Things You Can Do Tomorrow to Become a Better Speaker 00:44:14 The Five-Minute Rule: Why Less is Always More + + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game. + + + Website: http://simonsinek.com/ Leaderful: https://simonsinek.com/leaderful Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek + + +

Maybe you know the feeling: everyone around you seems to be getting ahead, and every hour you spend on something "frivolous" — the hobby, the detour, the game on a Sunday afternoon — feels like falling behind.  Brendan Hunt's career is proof those hours are never wasted. The detour turned out to be the path all along. Most of us know Brendan as Coach Beard and as the Emmy Award-winning co-creator of Ted Lasso. But before any of that, he was an unknown Chicago improv actor when the Amsterdam comedy institution Boom Chicago offered him something different. He moved to Amsterdam for a year… that turned into five… and he joined an alumni roster that now includes comedians like Seth Meyers, Jordan Peele, Amber Ruffin, and Jason Sudeikis.  Brendan performed every night, fell head over heels for soccer ("a soccer missionary for all Americans," as he puts it), and struck up a friendship with Jason Sudeikis. Years later, all of it collided into one of the most beloved shows on television, Ted Lasso, which is back for Season 4 on Apple TV+. Brendan has also returned to his first love, the stage, with his solo show The Movement You Need. In this conversation, Brendan and I trace the wildly unplanned path from Chicago to Amsterdam to AFC Richmond… and land on a different way to think about ambition: master the craft in front of you, and let the plan catch up later. In this episode you'll learn: ➡️ The real origin story of Ted Lasso (it began as a YouTube-only commercial written by a pool)  ➡️ Why Coach Beard barely talks + the improv rule that explains everything he does  ➡️ The "Beatles in Hamburg" secret to mastering any craft  ➡️ Why stepping away won't put you behind (everything will be exactly where you left it)  ➡️ How "wasting" Sundays watching Dutch soccer created the Lasso–Beard dynamic  ➡️ The surprising origin of the BELIEVE sign + who it was designed to annoy  ➡️ Why the flip side of belief is trust + and how it shapes Season 4 We spend so much of our lives protecting the plan. Brendan's story is a reminder that the things worth protecting are usually the ones we never planned for at all. This… is A Bit of Optimism. + + + This episode is brought to you by SAP. Bring it with SAP GROW. The AI Cloud ERP for any size business. Learn more at https://SAP.com/GROW + + + Check out Brendan as Coach Beard on season 4 of Ted Lasso on Apple TV+: https://tv.apple.com/us/show/ted-lasso  If you want to learn more about Brendan’s solo show, The Movement You Need, head to: https://themovementyouneed.com  + + + Chapters Chapters 00:00:00 Plans vs. Imagination: The Risk of Staying Safe 00:02:43 From Chicago to Amsterdam: The Audition That Changed Everything 00:07:02 The Boom Chicago Pitch: When Amsterdam Became Irresistible 00:11:58 The Beatles in Hamburg: Getting Your 10,000 Hours 00:16:18 The Joy of the Thing: Why Not Thinking About Your Career Makes You Better 00:20:01 Real Opportunity vs. Your Imagination: Why People Stay Put 00:20:58 Strong Opinions, Loosely Held: The Art of the Flexible Plan 00:21:28 Curiosity as Currency: The Jack of All Trades Philosophy 00:22:51 The Ted Lasso Origin Story: A Pool, Some Bits, and a Name 00:25:45 The Soccer Missionary: How Amsterdam Made Brendan the Beard to Ted's Lasso 00:27:31 Everything Contributes to Everything: The Payoff of Wasted Time 00:30:31 Midwestern Chipperness Meets British Stiff Upper Lip: The Culture Clash of Ted Lasso 00:32:57 Diagnosed as Ted Lasso: When Your Company Is the Character 00:33:46 Bringing Yourself to the Character: Acting as Being, Not Becoming 00:37:23 Coach Beard Was a Placeholder: How a Play Gave Him a Name 00:44:06 The Art Couple: The Play Brendan Wishes He Could Do Forever 00:46:33 The 1986 NFC Championship: A Pure Childhood Memory 00:54:07 When Comedy Became a Need: Making Mom Laugh 00:55:59 Season Four: Belief, Trust, and Starting Over 00:57:28 Don't Pick Sides: The Gift of Knowing Your Own Mistakes 00:59:04 The Purity of Art: Why Brendan Keeps Writing + + + Website: http://simonsinek.com Leaderful: https://simonsinek.com/leaderful Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek Linkedin: https://linkedin.com/in/simonsinek Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek + + +

Every lasting relationship has survived at least a few hard conversations.  But most of us would still rather not have them... So we put them off and tell ourselves the tension will fade on its own. Instead it goes underground: into the stories we build about people, the resentments we quietly collect, and the side-texts we send about a colleague we won't talk to directly. But a hard conversation is a short burst of discomfort in exchange for something better on the other side: trust, collaboration, and a relationship strong enough to survive the next one.  Feelings at Work is a special five-part series from A Bit of Optimism, where Simon Sinek and Alex Simon, founder of LifeShop, explore the human skills that shape how we work, lead, and build relationships. Together, they unpack the emotional challenges most of us face every day—from people pleasing and listening to giving feedback, taking accountability, and having difficult conversations. In this final episode, Simon and Alex take on hard conversations: why tension is telling us something useful, why the story we build about someone gets harder to undo the longer we wait, and what to actually say when it's time to have the hard conversation. Simon and Alex share tools like how to know when to bring something up so you don't show up hot, how to break the fourth wall and reset a conversation that's already going sideways, and the practice of “Watering Someone’s Flowers.”  In this episode you'll learn: ➡️ Why tension is a smoke signal telling you to address something  ➡️ How conflict is a team sport for mutual understanding ➡️ How to move from "you're the problem" to both of you facing it together  ➡️ The "resentment gremlin" + why feeding it feels so satisfying  ➡️ When to initiate a hard conversation  ➡️ Why it’s important to start with a request for grace ➡️ “Watering someone's flowers”: the practice that softens any tension ➡️ What to do instead of “feedback sandwiches” ➡️ How to interrupt, reset, and take something back during a conversation  Whether you're leading a team, dreading a review, or rehearsing the same speech in your car for the third week running, learning how to have hard conversations is an essential skill to build.  And remember: a hard conversation isn't a sign that something has gone wrong. It's a sign that something matters enough to fix. This... is A Bit of Optimism. + + + CHAPTERS Chapters 00:00:00 When Conflict Turns People Into Monsters 00:02:16 Reframing Tension: It's a Sign, Not a Problem 00:02:43 The Resentment Gremlin: How Waiting Makes It Worse 00:03:50 Oh No, Let's Just Skip It: Why Hard Conversations Feel Impossible 00:08:01 The Passive Aggressive Company: When Tens of Thousands Avoid Feedback 00:10:02 When Passive Aggression Is The Solution to Conflict 00:11:15 What Actually Stops Us: Fear, Narrative Building, and Self-Righteousness 00:20:38 Conflict Is a Team Sport for Mutual Understanding 00:23:04 You're Not the Problem, I'm Not the Problem: The Problem Is the Problem 00:25:21 The Interruption Technique That Stops Character Assassination 00:26:27 Timing Matters: Not Too Hot, Not Too Cold 00:28:31 Setting a Goal: What Do You Actually Want From This? 00:29:44 Asking for Grace Grace: "I'm Going to Get This Wrong" 00:33:07 How to "Water Someone's Flowers" 00:38:02 Try This Instead of Feedback Sandwiches 00:40:25 Breaking the Fourth Wall: Pause, Reset, and Start Again 00:43:41 The Scaffolding Philosophy: Messy Humans Need Support Structures + + + Website: http://simonsinek.com/ Leaderful: https://simonsinek.com/leaderful Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek + + + About Alex Simon Alex Simon is the founder of Lifeshop, a school for adult emotional education and teaches emotional intelligence at Yale University. She teaches the emotional and communication skills we all should've learned in school—but didn't. She facilitates experiential workshops on how to have hard conversations, stop people pleasing, listen better, navigate major life transitions, and build healthier relationships. Her sessions are practical, deeply connective, and somehow shockingly fun. When she was 27, Alex created The Self & Other: In Theory and Practice, one of Yale's most sought-after courses. In 2025, she founded Lifeshop in New York to bring emotional education beyond the classroom and into everyday life. She also launched The School of Life in New York and leads workshops for organizations around the world. Before dedicating her career to emotional education, Alex worked as a management consultant at Bain and held strategy and operations roles across industries. She has also lived and trained at Plum Village and Esalen and completed dozens of programs in mindfulness, communication, and personal development.

Everyone says they want more accountability at work… yet few of us think we're the ones who need to learn how to be more accountable. Most of us believe we already know how to own a mistake. We've all said sorry and truly meant it. But meaning it and doing it well are two very different things. And when we’re the first to apologize, we model to everyone around us how cathartic accountability can be. Feelings at Work is a special five-part series from A Bit of Optimism, where Simon Sinek and Alex Simon, founder of LifeShop, explore the human skills that shape how we work, lead, and build relationships. Together, they unpack the emotional challenges most of us face every day—from people pleasing and listening to giving feedback, taking accountability, and having difficult conversations. In this episode, Simon and Alex take on accountability: why owning a mistake can feel like losing, why taking credit and dodging blame come from the same place, and what a real repair actually looks like. You'll discover why owning your part doesn't mean admitting you were wrong, why the confidence to say, "I got that wrong," is what actually makes people follow you, and how to repair something in a way that genuinely clears a pathway forward. Simon and Alex share practical tools like the "wheelie bag" rule for separating intent from impact, the two-part formula that turns an empty gesture into apologies people can actually feel, Alex's practice of "micro-accountability" for owning small things before they accumulate, and the one word that quietly cancels everything you said before it. In this episode you'll learn: ➡️ Why saying you're sorry doesn't mean you're wrong ➡️ The two-part apology formula: what you actually did + the impact it had ➡️ How to name someone's hurt + leave room to be corrected ➡️ "Micro-accountability": owning the small stuff before it turns into the big stuff ➡️ Why people who take too much credit are the same people who dodge blame ➡️ What real confidence actually looks like ➡️ How to receive an apology and why refusing it is its own kind of failure ➡️ Why being uncoachable is the biggest problem at work ➡️ How to ask people to build the fix with you Whether you're leading a team, rebuilding trust with a colleague, or still quietly replaying an argument from three years ago, accountability is one of the most healing skills you can develop. And remember: owning your part is a gift you give the other person AND you give yourself. This... is A Bit of Optimism. + + + CHAPTERS Chapters 00:00:00 Why Nobody Thinks They Need to Learn How to Apologize 00:05:49 The Wheelie Bag Philosophy: What Saying Sorry Actually Means 00:08:52 Why People Who Take Too Much Credit Can't Handle Blame 00:10:15 Blame Culture: Why Our First Instinct Is Always to Point Fingers 00:13:37 The Difference Between Being Wrong and Taking Accountability 00:17:34 The Catharsis of Apologizing: Relief for Both Sides 00:24:04 The Leader Who Gives All Credit and Takes All Blame 00:27:55 The Anatomy of a Real Apology: Recognition Plus Impact 00:30:19 When Guessing the Impact Goes Wrong 00:33:46 Repair In Real-Time With Micro-Accountability 00:35:17 The Three-Part Apology That Finally Landed 00:41:06 How to Receive an Apology Without Twisting the Knife 00:43:18 When Sorry Isn't Enough Without Behavioral Change 00:46:16 When You Can't Just Fix It: Asking for Help With Repair 00:49:57 Why We All Think We Already Know How to Apologize 00:51:10 Accountability Is the Gateway to Trust + + + Website: http://simonsinek.com/ Leaderful: https://simonsinek.com/leaderful Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek + + + About Alex Simon Alex Simon is the founder of Lifeshop, a school for adult emotional education and teaches emotional intelligence at Yale University. She teaches the emotional and communication skills we all should've learned in school—but didn't. She facilitates experiential workshops on how to have hard conversations, stop people pleasing, listen better, navigate major life transitions, and build healthier relationships. Her sessions are practical, deeply connective, and somehow shockingly fun. When she was 27, Alex created The Self & Other: In Theory and Practice, one of Yale's most sought-after courses. In 2025, she founded Lifeshop in New York to bring emotional education beyond the classroom and into everyday life. She also launched The School of Life in New York and leads workshops for organizations around the world. Before dedicating her career to emotional education, Alex worked as a management consultant at Bain and held strategy and operations roles across industries. She has also lived and trained at Plum Village and Esalen and completed dozens of programs in mindfulness, communication, and personal development.

Be honest: AI makes you a little nervous. Maybe you're afraid it'll take your job. Maybe you're overwhelmed by all the advice about prompts and agents and which chatbot to use. Or maybe you're just quietly hoping it'll all slow down.  Ethan Mollick says we're underestimating our own agency in the age of AI. Instead of worrying about what AI will do to us, we should focus on what we choose to do with it. Ethan is a Wharton professor, the author of the bestseller Co-Intelligence: Living and Working with AI, and the writer behind “One Useful Thing,” one of the most popular newsletters on AI, work, and education. He's spent twenty years studying how people actually use technology, and he's become the go-to voice for making sense of AI without the hype or the doom. And in his new book, Co-Existence: The Next Phase of AI, he explores what comes next as AI moves from a tool we prompt to a presence we live and work alongside. In this conversation, Ethan shares the practical playbook most of us are missing and makes the case that our experience, taste, and point of view aren't things AI replaces. They're exactly what make us better at using it. In this episode you'll learn:  ➡️ Why young people are NOT "AI natives" (and why experience is the real AI advantage)  ➡️ The $20 decision that instantly upgrades how you use AI  ➡️ Why AI agrees with everything you say + the simple prompt that fixes it  ➡️ How to make AI write in YOUR voice instead of sounding like everyone else  ➡️ The "jagged frontier": what AI is surprisingly bad at (and why that's your opportunity)  ➡️ Why taste may become the most valuable skill of the AI era  ➡️ How much agency we really have over where AI takes us Ethan believes that the future of AI isn't something that will just happen to us… It's something we get to build together. This… is A Bit of Optimism. + + + To pre-order Ethan’s new book, Co-Existence: The Next Phase of AI, head to: https://co-existence.ai/  Want to hear more from Ethan? Check out his Substack “One Useful Thing”: https://www.oneusefulthing.org/  + + + Chapters Chapters 00:00:00 Why are AI Experts Are Either Doomers or Zealots? 00:02:05 From Video Games to AI: Ethan's Unexpected Journey 00:09:16 AI's Profound Impact on Knowledge Workers 00:14:50 How AI Kills Traditional Talent Pipelines 00:15:57 Why AI Art Doesn't Bother Me, But I'd Never Hang It on My Wall 00:20:40 How To Overcome AI's Complication of Competitive Edge 00:22:06 The 20 Dollar Investment That Changes Everything 00:24:40 The 84 Percent Rule: Why AI Can Now Do Your Seven-Hour Job in 15 Minutes 00:25:59 Your Voice Matters More Than You Think: Why AI Can't Replace Taste 00:19:53 The Discomfort-Avoidant Generation Meets the Efficiency Machine 00:13:08 Why Young People Are Worse at Using AI 00:43:35 The Brain We're Sacrificing: From Phone Numbers to Critical Thinking 00:51:39 Two Prompts That Will Transform How You Use AI 00:52:58 How to Use AI As Co-Intelligence 00:54:57 The Agency You Have Right Now: It's Not About Policy, It's About How You Use It + + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game. + + + Website: http://simonsinek.com/ Leaderful: https://simonsinek.com/leaderful Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek

In a world of job-hopping, side hustles, and an endless LinkedIn feed, Tim Harris did something almost no one does anymore. He stayed put. Few executives spend an entire career helping build a dynasty. Tim Harris spent 35 years with the Los Angeles Lakers, rising to President of Business Operations and helping transform the franchise into a global brand. Through championship eras, iconic athletes like Kobe Bryant and LeBron James, and decades of change in professional sports, Tim's influence was felt not on the hardwood, but in the culture, leadership, and business excellence that powered one of the NBA's most storied organizations. In this episode you'll learn: ➡️ Why clarity of role is the most underrated tool in any leader's arsenal ➡️ The three unspoken words that silently destroy any team  ➡️ What Kobe Bryant taught Tim about mindset (+ why it matters off the court) ➡️ How the Lakers built one of the most powerful brands in sports ➡️ What elite athletes do differently + how it translates directly to business  ➡️ What caring, high-performing leadership actually looks like  ➡️ Why giving away free tickets to strangers was a brilliant + caring business decision ➡️ The cost of short-termism + what we lose when we stop playing the long game Even a brand as iconic as the Lakers wasn't built by championships alone. Tim says its foundation was built one small, genuine human moment at a time.  This… is A Bit of Optimism. + + + Chapters Chapters 00:00:00 You Have to Love Them in Order to Win 00:01:54 Why Tim Stayed 35 Years With One Company 00:04:30 From Soccer Player to Lakers President: Tim's Unlikely Journey 00:07:54 Coaching as Leadership: Don't Play on the Field 00:09:39 The Long Game vs Day Trading Success 00:11:00 The Underrated Tool of Clarity of Role 00:13:29 Kobe's Compartmentalization: Nice Guy Off Court, Competitor On Court 00:15:19 The Mental Game: What Separates Elite Athletes From Everyone Else 00:22:08 The Three Unspoken Words That Ruin Any Team 00:24:16 Meeting People Where They Are 00:36:45 Caught You Being a Laker: Empowering Employees to Create Magic 00:30:31 The Empty Seat Philosophy: Turning Sunk Costs Into Memories 00:31:35 Building Brands One Tiny Act at a Time 00:38:42 Remember That Business Is Always Human 00:42:04 The Jenga Theory: Every Interaction Either Builds or Destroys Your Brand 00:46:31 Caring Structure: What People Actually Crave at Work 00:47:26 Never Miss Your Kid's Game: The Accountability Agreement 00:50:09 Learning From Legends: Phil Jackson and the Human-First Philosophy 00:48:48 The Work Happens in the Dark: What Made Kobe and LeBron Great 00:50:56 Stop and Look at the Joy: Championship Lessons and Kobe's Legacy + + + Credits Footage: NBA Entertainment Photos: http://bit.ly/43Fb37Z (Full List) + + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game. + + + Website: http://simonsinek.com/ Leaderful: https://simonsinek.com/leaderful Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek

Hello from Team Simon! We're taking a quick break this week and will be back with brand-new episodes of A Bit of Optimism next Tuesday.  Until then, we're revisiting one of our favorite episodes — when bestselling novelist Fredrik Backman joined the show to talk about the thing he's spent his whole career writing about: the quiet, radical power of showing up for people. And Fredrik says great friendships aren't found by luck. They're built deliberately, repeatedly, and, sometimes, inconveniently by people who choose to do the work. Fredrik is the internationally bestselling author of A Man Called Ove (adapted into the film A Man Called Otto), Anxious People, and the Beartown series. His book, My Friends, is a love letter to the relationships that quietly shape who we become. In this conversation, Fredrik opens up about his best friend of over 30 years and what 30 years of real friendship actually requires. His words will have you thinking hard about the friends you might be taking for granted. In this episode you'll learn:  ➡️ Why great friendship is a skill + what the work actually looks like  ➡️ The concept of your "people” vs. “humans"  ➡️ Why your friends are your best editors ➡️ The friendship rule that changed how Fredrik's entire friend group thought about relationships ➡️ The unexpected value of quantity of time vs. quality of time  ➡️ How to be genuinely happy for someone else  ➡️ The difference between healthy self-deprecation and low self-esteem  ➡️ Why the work in a relationship is never solely on the relationship — it's always on you A great relationship isn't a stroke of luck. It's a choice you make every day, in small ways, often when it's inconvenient. This conversation is a reminder of why it's worth it. This… is A Bit of Optimism. + + + To buy Fredrik’s book, My Friends, visit: https://www.simonandschuster.com/authors/Fredrik-Backman/411545926  + + + Chapters Chapters 00:00:00 We Don't Need Algorithms to Find Our People 00:02:45 Fredrik's Viral Speech: Fueled by Pure Panic 00:05:55 The Power of Authenticity: Why Imperfection Resonates 00:07:29 Choose Your Seven Humans Wisely 00:08:56 The Friend Who Taught Him Everything 00:15:43 Quality Time vs Quantity Time: The ROI of Presence 00:17:53 The "I Want To," Not "I Have To" Philosophy 00:20:55 Your Friends Are Your Best Editors 00:13:23 Writing as Self-Editing 00:15:06 Learning to Be Happy for Others 00:22:41 The Gift of Time: Showing Up When It Matters 00:23:56 Be A Great Friend, Get Great Friends 00:28:55 The Work Is On You: Relationships and Self-Growth 00:36:23 Algorithms Would Never Match Us: The Value of Difference 00:34:21 Trying Is Everything 00:35:55 People vs Humans 00:37:18 Self-Deprecation vs Low Self-Esteem 00:39:22 The Jantelagen: Swedish Humility Law 00:45:26 The Fear of Disappointing People 00:48:00 Expectations vs Reality: Letting Go of Fantasy 00:49:00 Understanding Bullies: Finding What We Have in Common 00:51:21 Fighting Narcissism: Surrounding Yourself With Better People 00:52:08 Being Comfortable Not Knowing: The Gateway to Learning 00:55:28 The World's Best Cardamom Bun Debate + + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game. + + + Website: http://simonsinek.com/ Leaderful: https://simonsinek.com/leaderful Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek

Maybe this sounds familiar: you leave a party and spend the rest of the night convinced everyone was upset with you. Or you replay something you said in a meeting for days and second-guess every last word. Vanessa Van Edwards has been there. As a self-proclaimed "recovering awkward person," she’s spent two decades decoding the hidden dynamics of human interaction to make those skills teachable for introverts and extroverts alike. Vanessa is a behavioral researcher, bestselling author, and founder of Science of People. In her book, Conversation: How to Be Instantly Likeable in Any Interaction, she makes the case that social skills aren't a personality type, they're learnable. And she believes we are living in the most critical moment in history to start learning them. In this episode you'll learn: ➡️ Why "just be yourself" is unhelpful advice + potentially cruel ➡️ The important everyday interactions technology + AI replaced ➡️ Where to stand at a party so someone always talks to you ➡️ How to have better conversations (+ why you already have the skills) ➡️ What the real antidote to awkwardness is ➡️ How to practice micro-social skills without turning people off ➡️ Why we’re all ambiverts + how to understand ambiversion ➡️ How soft skills drive major career inflection points ➡️ The concept of social fitness + the “nutrition” of your relationships In this conversation, Vanessa lays out how even the most socially anxious among us can build real connections and become more likable… even in a world that has quietly removed all the places we used to accidentally get good at being human. And the secret isn't confidence. It's something far more generous. This… is A Bit of Optimism. + + + Watch A Bit of Optimism on Spotify, and Spotify Premium users can enjoy the show ad-free. + + + To pre-order Vanessa’s new book, Conversation: How to Be Instantly Likeable in Any Interaction, head to: https://www.scienceofpeople.com/conversation/ Want to learn more people skills from Vanessa? Check out The Science of People: https://www.scienceofpeople.com/ + + + Chapters Chapters 00:00:00 Social Skills in the Digital Age Crisis 00:01:47 Vanessa's Journey: The Accidental Social Skills Expert 00:05:45 Mistakes Everyone Makes Learning to Improve Social Skills 00:08:09 Where Did Our Places to Practice Being Human Go? 00:11:17 Where to Stand at a Party When You Don't Know Anyone 00:14:17 The Ambivert Reality: Social Fitness and Friendship Nutrition 00:18:07 The Discomfort Problem: Why Young People Avoid Rather Than Adapt 00:21:33 Put the Shoes in the Box: The Art of Knowing When to Stop 00:34:54 Intention Matches Action: Defining Authenticity 00:46:56 The Power of Being Seen: How Love Changed Everything 00:49:51 The Ultimate Social Skill: Helping Others Feel Normal 00:42:20 Micro-Social Skills: Finding the Parts of Yourself You Like + + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game. + + + Website: http://simonsinek.com/ Leaderful: https://simonsinek.com/leaderful Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek

We often comfort ourselves with the idea that things happen for a reason, or define our struggles as a test of strength. Tom Nash might ask you to reconsider. Tom is a speaker, former DJ, and globe-trotting advocate for agency, anti-fragility, and the radical idea that your worst moment might be your greatest asset — as he argued in his TED Talk, "The Perks of Being a Pirate.” He’s also the mind behind Last Meal with Tom Nash where he asks his guests what their last meal would be if the world ended tomorrow, and then actually cooks it for them. In our conversation, Tom shares how, at 19, a rare bacterial infection left him a quadruple amputee with a 2% chance of survival. And he'll tell you it's the best thing that ever happened to him. This isn’t just another conversation about resilience. It’s a deep dive into agency and the difference between a life that happens to you and one you actually choose. In this episode, we explore: ➡️ Why the story you tell yourself about your own life is the most powerful force in it ➡️ The difference between resilience and anti-fragility (and why it matters) ➡️ Tom’s framework for navigating adversity: The Artist, the Author, and the Alchemist ➡️ The counterintuitive reason why we actually need support networks ➡️ Why "everything happens for a reason" can be a trap (and the perspective that works better) ➡️ What your last meal choice reveals about what you're really searching for ➡️ Why the concept of being "self-made" is a dangerous illusion Tom joins me to ask a fundamental question: who is really holding the pen when it comes to your story? This… is A Bit of Optimism. + + + Watch the new season of Tom’s show Last Meal with Tom Nash and head to: https://www.lastmealwithtomnash.com Want more Tom? Check out his website: https://www.tomnash.com + + + Chapters Chapters 00:00:00 Adversity Can Be The Best Thing You Experience 00:03:45 Tom's Story: Contracting Meningococcal Disease 00:07:47 The Gift of Agency: Choosing to Amputate 00:16:18 The Artist, The Author, and The Alchemist: A Framework for Anti-Fragility 00:20:28 The Alchemist: Turning Adversity Into Advantage 00:23:52 Learning to Walk Again: The Momentum Metaphor 00:26:57 The True Purpose of Support Networks 00:34:33 Why 'Everything Happens for a Reason' Robs You of Agency 00:47:37 The Last Meal Question: What Your Choice Reveals About Freedom 00:42:23 Joel Robuchon: Leadership Through Teaching, Not Commanding 00:58:34 The Problem With Inspirational Affirmations 01:00:59 Stop Saying Everything Happens for a Reason + + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game. + + + Website: http://simonsinek.com/ Leaderful: https://simonsinek.com/leaderful Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek Simon’s books: The Infinite Game: https://simonsinek.com/books/the-infinite-game/ Start With Why: https://simonsinek.com/books/start-with-why/ Find Your Why: https://simonsinek.com/books/find-your-why/ Leaders Eat Last: https://simonsinek.com/books/leaders-eat-last/ Together is Better: https://simonsinek.com/books/together-is-better/

Admit it, you've complained about at least one other generation. Boomers, Gen X, Millennials, Gen Z—somehow, they all end up with reputations built around what's wrong with them. Dr. Eliza Filby has a different suggestion: stop asking what's wrong with them. And start questioning what world they were handed. Eliza is a contemporary historian, generations expert, and the author of Sunday Times bestseller: Inheritocracy. And with more generations in the workplace than at any point in history, she is precisely the person we need to show us a new way to win… together.  In this conversation, Eliza makes connections about how generational change is reshaping work, wealth, and modern life that I’d never thought to connect. She might just change how you see the world (and people) around you. In this episode you'll learn: ➡️ Why calling Gen Z "entitled" is the wrong diagnosis (and what's really driving the behavior leaders complain about most)  ➡️ How retirement planning and eldercare became the new midlife crisis ➡️ How the economy changed after 2008 + quietly rewrote the rulebook for every generation that followed  ➡️ Why belonging is becoming increasingly rare (even though we need it) ➡️ Why Millennials + Gen Z are more likely become homeowners by being loyal to their parents than by being loyal to their jobs ➡️ 3 things no AI will replace in the workplace… ➡️ What’s driving hyper-individualism + how do we fix it We all may have strong opinions about one another, but it’s time to focus on building greater understanding. This conversation is a good place to start. This… is A Bit of Optimism. + + + To buy a copy of Dr. Eliza Filby’s bestselling book Inheritocracy: It’s Time to Talk About the Bank of Mum and Dad, head to: https://www.elizafilby.com/books  Want to hear more from Eliza? Check out her It’s All Relative Newsletter: https://www.elizafilby.com/newsletter  + + + Chapters 00:00:00 Rethinking the Generational Divide at Work 00:01:35 How Dr. Filby Became a Generations Expert 00:04:33 Defining Generations: Why They're Getting Shorter 00:08:42 The Fragmentation of Shared Experience 00:14:29 Conspiracy Culture Infiltrates the Workplace 00:16:16 The End of Job Security and the Rise of the Solopreneur 00:18:02 What Leaders Must Offer in the Age of Uncertainty 00:20:31 The Bank of Mom and Dad: Living in an Inheritocracy 00:28:23 Why Young People Don't Have 'The Hunger' for Work 00:31:35 The Changing Life Cycle: Delayed Adulthood and Pressured Midlife 00:41:45 Rising Individualism and the Loss of 'We' at Work 00:47:02 Gen AI: The Next Generation in the Workplace 00:50:44 The Solution: Let Humans Do What Can't Be Counted 01:00:42 Disrupting the Path to Mastery and Nurturing Human Skills 01:03:02 How the Generations Can Come Together + + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game. + + + Website: http://simonsinek.com/ Live Online Classes: https://simonsinek.com/classes/ Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek

The most successful leaders, coaches, and teams in history share one counterintuitive secret: their main focus wasn’t winning. And yet… they won more than everyone else.  My guest, Don Yaeger, learned this lesson from his mentor: legendary college basketball coach John Wooden. Don is one of my favorite master storytellers, a top business leadership coach, author of 44 books, 13 of them New York Times bestsellers, and a former Associate Editor at Sports Illustrated. Don has worked alongside the greatest athletes of our generation: Michael Jordan, Serena Williams, Michael Phelps. But no relationship shaped him more than the 12 years he spent as Coach Wooden's mentee. Whether or not you're a sports fan, I promise you: the lessons Don shares are as universal as it gets. We explore what it really means to win in business and in life. The greatest leaders in history already figured this out. The question is why the rest of us aren't following their lead. In this episode you'll learn:  ➡️ Why the winningest coach in college basketball history never talked about winning (and what he focused on instead) ➡️ The Bill Walton story that reveals how great leaders hold standards without exceptions (even for their best people)  ➡️ How one conversation with John Wooden transformed Don's marriage & the weekly habit he's kept for 16+ years  ➡️ What Delta CEO Ed Bastian's "virtuous cycle" can teach any leader about putting people before results  ➡️ What a great mentor actually look like and how to know when you’ve found one If you've ever chased the short-term win at the cost of the long game… this episode is the reset you didn't know you needed.  This… is A Bit of Optimism. + + + If you want to read a free chapter from Don's upcoming book The Business of Storytelling, head to: https://www.donyaeger.com/chapter + + + Chapters Chapters 00:00:00 The Power of Appreciation: What You Look For, You Find 00:02:02 From Delivering Newspapers to Sports Illustrated: Don's Journey to Journalism 00:04:21 Don’s 12-Year Mentorship with Coach John Wooden 00:06:50 Coach Wooden's Philosophy: Pyramid of Success 00:09:00 The Bill Walton Haircut Story: How Wooden Managed Ego and Held Everyone to the Same Standards 00:10:33 Building Better Humans, Not Just Better Players 00:14:36 The Love Letters That Changed Don's Marriage 00:19:35 Looking for Things to Love: The Mindset That Changes Everything 00:22:23 Leading with Employee Care Over Customer-First Mentality 00:33:55 What True Mentorship Really Means: It's Not Transactional 00:47:07 Why Aren't More Leaders Following Coach Wooden's Example? 00:53:17 The Best Storytelling Advice: Know Your Audience + + + Simon is an unshakable optimist. He believes in a bright future and our ability to build it together. Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game. + + + Website: http://simonsinek.com/ Live Online Classes: https://simonsinek.com/classes/ Podcast: http://apple.co/simonsinek Instagram: https://instagram.com/simonsinek/ Linkedin: https://linkedin.com/in/simonsinek/ Twitter: https://twitter.com/simonsinek Facebook: https://www.facebook.com/simonsinek + + + Photo/Video credits for this episode: https://tinyurl.com/ycxdw52s

We talk a lot about building successful things. But what does it actually take to build something people love? Jesse Cole has built an entirely new genre of entertainment: The Savannah Bananas and the Banana Ball League. They’re a viral sensation, selling out stadiums across the country, and have over 4.2 million fans on their  ticket waitlist. On the surface, Banana Ball looks like a wild and entertaining version of baseball. But underneath it all is something much more disciplined: an obsession with the fan experience.  Jesse calls his approach Fans First and it’s more than a slogan and the title of his book… It’s a standard. Every minute of the two-hour games are crammed with attention grabbing spectacle. It’s a full-blown live experience designed for every seat in the stadium: players dance, fans are part of the show, trick plays defy the laws of physics, there are multiple sing-alongs… all during an actual baseball game.  In this conversation, we talk about building something new for others, from embracing years of failure (including selling just two tickets in the first three months), to creating experiences that make people feel included, joyful, and valued. We also discuss how he took inspiration from Disney and PT Barnum, the importance of affordable in-person experiences, and how his team reviews every single detail after every show to get better the next day. Because what Jesse’s building goes beyond just entertainment. It’s a place where people can feel seen for generations to come. And in a world that often moves too fast to build things with care… Those human details might be what matter most. This… is A Bit of Optimism. --------------------------- To learn more about the Banana Ball League or sign up for the ticket waitlist, check out: https://bananaball.com/  Or if you want all things Savannah Bananas, head to: https://thesavannahbananas.com/  ---------------------------

We live in a world that pushes us to simplify everything: right or wrong, good or bad, this or that. It makes things and our place in the world easier to understand. But the truth is rarely simple… in fact, it’s often messy and deeply human. For 50 years, Ken Burns has mastered his craft, becoming one of the most prolific and respected documentary filmmakers. His documentaries notably resist easy answers. From The Civil War to The Vietnam War to Baseball, Ken has shaped how we understand American identity, political memory, and our shared history. His latest project, The American Revolution, is a six-part PBS series that tells the story of America’s founding. He revisits the revolution through multiple human perspectives, which reveals new complexity to a familiar story. Ken’s guiding principle is simple: “it’s complicated.” And that philosophy shows up in everything he does. Because the most honest stories hold opposing truths at the same time. In this conversation, Ken and I explore why storytelling matters more than arguments, how simplifying the world can help us understand it—but also distort it—and why empathy lives in the space between what’s included in a story and what’s left out. We also dive into why human behavior hasn’t changed much over time, what mistakes humans keep repeating, how embracing complexity might help us better understand each other, and what history can teach us about who we are and who we’re still becoming. If you’ve ever struggled to make sense of a complicated world, or felt frustrated by how quickly we reduce people to labels, this episode is a powerful reminder: understanding lives in our ability to see the whole story. This… is A Bit of Optimism. --------------------------- If you want to watch “American Revolution” the six-part, 12-hour documentary directed by Ken Burns, Sarah Botstein, and David Schmidt on PBS, head to: https://www.pbs.org/kenburns/the-american-revolution ---------------------------

Naiveté is one of the most powerful assets an entrepreneur can have. In fact, I think some of the most meaningful things in the world only exist because someone was naive enough to try. Daniel Lubetzky would know. In a crowded category and cutthroat industry, Daniel dared to build a company called KIND. He started with a simple question: how can we help people snack healthily without compromising their values? KIND Bars are now a household name and Daniel achieved his dream of building the culture behind the brand. A culture rooted in trust, long-term thinking, and social good. Essentially, a place where people loved to work and a company that thrived as a result. In this conversation, Daniel and I explore why entrepreneurship is less about ego and more about problem-solving, why brands are promises that must be kept, and how thinking in the short-term erodes trust in both business and society. Daniel’s story doesn’t stop at the wildly successful business he founded. The son of a Holocaust survivor, he grew up with a deep sense of responsibility to prevent hatred and division from taking root again. That calling first led him to create PeaceWorks, bringing people together through commerce, and now fuels his work with the Builders Movement. Builders is an effort to channel curiosity, compassion, and courage to reduce polarization and rebuild trust… together. Some important context, because this episode touches on peace building and polarization, is that it was recorded back in December 2025 and before recent developments in the Middle East. But this episode is about how kindness can be a competitive advantage, how optimism can be strategic, and how each of us has a role to play in building a future that’s more connected than divided. This… is A Bit of Optimism. --------------------------- If you want to learn more about the Daniel’s work with The Builders Movement, head to: https://buildersmovement.org Check out the products and work being done at KIND: https://www.kindsnacks.com ---------------------------

As businesses race toward faster systems, smarter tools, and total automation, something critical is getting lost: human connection. And ironically, the rise of AI is making that gap impossible to ignore. In this episode, I sit down with returning guest and close friend Will Guidara, former co-owner of Eleven Madison Park, to explore why humanity is becoming the ultimate competitive advantage in the age of AI. Will helped transform a restaurant into the best in the world, not by reinventing the food being served, but by reinventing the experience around it. He calls this philosophy "Unreasonable Hospitality," which is the practice of going beyond what’s expected or required to make someone feel genuinely seen, valued, and cared for to create a memorable human experience. He argues that in a world where people expect excellence, the real differentiator is care. And Will isn’t alone in this belief. His book Unreasonable Hospitality, which I’m the proud publisher of, is a global bestseller. And his follow up book, Unreasonable Hospitality: The Field Guide, comes out April 28, 2026. In this conversation, Will and I unpack why human value will continue to rise in an automated world, how the smallest moments of care can create lasting loyalty, how we can turn automation’s efficiency into better experiences, and why the things that matter most in our lives are the hardest to measure. And fair warning, Will and I do giggle our way through some of this conversation about why technology can’t replace human connection, the hidden cost of achievement, and a story about how a single piece of Basque cheesecake delivered to a hotel room is a gesture thoughtful enough to make someone feel seen. That’s just the kind of friendship we have. So if you’re wondering how to stand out and live a more meaningful life in a world increasingly shaped by AI… and share a laugh with us… this is a conversation for you. This… is A Bit of Optimism. --------------------------- To stay in the loop with Will or purchase his best-selling book Unreasonable Hospitality, head to: https://www.unreasonablehospitality.com/ If you’d like to pre-order Unreasonable Hospitality: The Field Guide, out April 28, 2026, check out: https://uhthefieldguide.com/ ---------------------------

Team Simon here! While A Bit of Optimism is on a short break, we’re revisiting a few episodes you helped make some of our favorites. We’ll be back with brand-new conversations next week, on March 24th, 2026. In the meantime, we’re bringing back an episode that explores a word most people like to avoid: death. We dance around the subject or use vague euphemisms to not hurt anybody. But what if being open about our deaths meant we could live happier lives? That’s where Alua Arthur comes in. Alua is one of the most prominent death doulas in the country, which means it’s her job to help people die. She offers support to her clients and their families as they embark on their dying journey, tackling everything from financial planning and insurance policy to emotional support and grief. Before this work, Alua was a lawyer, but after a life-changing encounter that forced her to confront mortality in a new way, she shifted her path entirely. Now she has dedicated her career to helping others prepare for the end of life with clarity, compassion, and even a bit of humor. In this conversation, Simon and Alua talk about why our culture struggles to talk honestly about death, what she’s learned from the people she’s accompanied in their final days, and why remembering that life is finite can help us live with more presence, gratitude, and intention. This… is A Bit of Optimism. --------------------------- For more on Alua and her work, check out: https://goingwithgrace.com/ & @GoingwithGrace‬  ---------------------------

Hello from Team Simon! We’re taking a short hiatus, but A Bit of Optimism will return with brand-new episodes March 24th. In the meantime, we’re revisiting some of our favorite episodes. Episodes that many of you who listened, shared them, and told us what resonated. This week, we’re bringing back Simon’s conversation with journalist, author, and longtime friend Maria Shriver. Maria Shriver was born into the legendary Kennedy and Shriver families, arriving with a script already written for her—an identity shaped by legacy and expectation. From the start, the world had ideas about who she should be. But after decades as a journalist, years as California’s First Lady, and raising four amazing kids, Maria has been on a lifelong journey to peel back the layers and ask Who am I now?—and answer it for herself. Maria also happens to be Simon’s best friend. They talked about how they became each other’s “8-minute friends,” the quiet questions that shape us, and Maria’s beautiful new book of poetry—which she reads from in this episode. It’s all about identity, self-reflection, and finding your voice in a world that keeps trying to define it for you. If you’ve ever wondered who you are beyond what you do or how to rediscover yourself after life changes, this conversation is a beautiful reminder that identity is something we can reclaim again and again. This… is A Bit of Optimism. --------------------------- For more on Maria Shriver, check out: her book: https://bookshop.org/p/books/i-am-mar... ---------------------------

Team Simon here! As we take a short hiatus, A Bit of Optimism will return with brand-new episodes on March 24, 2026. Until then, we’re revisiting some of the conversations you loved and we still think about long after the microphones turned off. This week, we’re rewinding to Simon’s conversation with the wildly creative and endlessly curious Jacob Collier. To create something truly original, do we build something new or break what came before? Perhaps the answer is both—simultaneously.  Jacob Collier does exactly that. A songwriter, multi-instrumentalist, and Grammy Award winner, Jacob has built a career on blending structure with spontaneity. He’s known for turning entire concert halls into three-part choirs, transforming audiences from spectators into collaborators. His album "Djesse Volume 4" was nominated for Album of the Year at the 2025 Grammy Awards, alongside icons like Beyoncé, Billie Eilish, and Taylor Swift. Although Beyoncé's "Cowboy Carter" won, Jacob snagged his seventh Grammy for his rendition of "Bridge Over Troubled Water." Simon sat down with Jacob in a music studio just days before the 2025 Grammys, surrounded by pianos and possibility. What unfolded was more than a conversation about music. It was a masterclass in creativity, about holding opposites at once, embracing imperfection, and having the courage to follow curiosity wherever it leads. If you’ve ever wondered how creativity really works or how to find your own voice without losing what came before—this one’s worth another listen. This… is A Bit of Optimism. --------------------------- For more on Jacob, check out:  http://jacobcollier.com   ‪@jacobcollier‬ ---------------------------

Scott Galloway and I don’t always see the world the same way, but our friendly debates almost always lead us back to common ground. It’s probably why we enjoy talking to each other as much as we do. If you haven’t heard my friend Scott’s name before, he’s known for being brilliant, provocative, and unapologetically himself. He’s a professor at NYU Stern School of Business, entrepreneur, bestselling author, and larger-than-life social commentator. In recent years, his work, which includes his new book Notes on Being a Man, has explored the challenges facing men today, from loneliness and dating to purpose and identity. Scott and I have different views on what “healthy masculinity” looks like. He’s not afraid to say things during this podcast that might ruffle some feathers. But inevitably, the conclusions we get to are introspective, vulnerable, and often universal. That’s certainly true for one revelation we share: confidence matters. Not the loud, performative kind. The real kind. The kind that helps people risk rejection, build meaningful relationships, and show up more generously in the world. In this episode, Scott and I talk about the “masculinity crisis,” why young people are struggling to connect, how purpose outlasts happiness, and why masculine and feminine traits are complementary rather than competing. We explore the need for good social risks like leaving the house, meeting people, pursuing relationships, and hearing “no,” and why confidence is less about ego and more about security, kindness, and connection. This is a conversation between two opposites who challenge each other, listen deeply, and ultimately agree that building real confidence may be one of the most important skills we can teach the next generation. This… is A Bit of Optimism. --------------------------- If you want to read Scott’s new book Notes on Being a Man, head to: https://www.simonandschuster.com/books/Notes-on-Being-a-Man Check out Scott’s podcast “The Prof G Pod”: https://www.youtube.com/c/TheProfGShow-ScottGalloway You can also watch his podcast “Pivot with Kara Swisher and Scott Galloway”: https://www.youtube.com/@pivot To stay up to date with all of Scott’s work, head over to: https://www.profgalloway.com/ ---------------------------

It’s often true that the most challenging conversations are often the ones most worth having. Conversations that bring up strong feelings, different experiences, and questions without easy answers. Policing, and how we can make it better, is one of those conversations. San Leandro Police Chief Angela Averiett has spent nearly three decades in law enforcement, navigating the profession’s challenges while advocating for a healthier path forward. I met Angela through The Curve, my organization focused on helping policing evolve to meet the needs of a modern world. She’s a powerful example of forward-thinking leadership, exploring how culture, mindset, and psychological safety shape the way officers show up for each other and for the communities they serve. In this episode, Angela and I unpack why cynicism is so common among officers, how strong leadership creates healthier team cultures, and why rebuilding trust in policing starts from the inside out. Angela shares stories from her career that reveal a different side of police work: where compassion improves safety, discretion matters more than enforcement, and leadership means creating space for people to be human. Together, we explore the balance between strength and empathy, and why healthier internal cultures lead to stronger relationships with the public. Whether you’re a leader interested in organizational culture or simply curious about how policing can evolve, I hope this conversation offers an honest and hopeful perspective on the work ahead. --------------------------- If you want to learn more about the work The Curve is doing, head to: https://www.thecurve.org ---------------------------

Fanbases are some of the most powerful forces on the planet. They show up. They buy the tickets. They travel across countries and time zones. They memorize lyrics, study interviews, hunt for Easter eggs, and turn the smallest detail into an entire universe of meaning. They collaborate, they organize, and they care deeply. Fan communities are savvy. They are smart. And when they are invited in, they create extraordinary momentum. Adam Met, best known as the “A” of indie-pop band AJR, believes that this kind of energy can extend far beyond concerts or comment sections. He is asking a bigger question. What if we harnessed that same passion, creativity, imagination, and sense of belonging to improve the communities we live in? Adam has spent years studying how to move people from curiosity to action. He’s also a climate activist, the founder of the nonprofit Planet Reimagined, an adjunct professor at Columbia University, and the author of the bestselling book Amplify: How to Use the Power of Connection to Engage, Take Action, and Build a Better World. In our conversation, Adam explains how the same principles that make music meaningful - ownership, storytelling, participation, and belonging - can be applied to social movements, civic engagement, and climate action, to name a few. From designing fan-first concert experiences to rethinking how we engage people around complex issues, Adam argues that emotion is the engine of progress. This episode isn’t really about music. And it’s not really about climate either. It’s about how we bring people together, help them feel invested, and create experiences that inspire them to act. This… is A Bit of Optimism. --------------------------- To buy Adam’s book Amplify: How to Use the Power of Connection to Engage, Take Action, and Build a Better World, head to: https://www.adammet.net/amplify If you want to learn more about Adam’s climate work, check out: https://www.planetreimagined.com And don’t forget to stream AJR’s latest EP, What No One’s Thinking: https://www.ajrbrothers.com ---------------------------

We’re often told that the secret to success is grit - more discipline, more perseverance, more individual effort. And grit does matter. But what if it’s only half the story? In today’s world, we’ve become experts at tracking achievement, yet novices at nurturing belonging - and the cost of that imbalance is showing up everywhere from burnout to loneliness. Few people are better equipped to help me make sense of that tension than today’s guest, Angela Duckworth. Angela is a professor of psychology at the University of Pennsylvania, a MacArthur “Genius” Award winner, and the bestselling author of Grit: The Power of Passion and Perseverance. Angela is one of those people I could talk to for hours and we cover a lot of ground, but our conversation isn’t just about grit or performance. It’s about something deeper: why belonging gives achievement meaning and why human beings are actually wired to thrive together. In this episode, Angela and I explore how a culture obsessed with individual success quietly erodes teamwork, trust, and wellbeing. We talk about the loneliness epidemic among young people, why grit is so often misunderstood, and why character isn’t just about what you do for yourself, but what you do for others. Along the way, we unpack why the smartest people don’t always make the best teammates, how incentives shape behavior in ways we rarely notice, and why purpose and people—not willpower—are what sustain us over time. If you’ve ever felt burned out, disconnected, or wondered why success doesn’t feel as satisfying as you thought it would, this conversation is a reminder that meaning doesn’t come from standing alone at the top—it comes from being part of something bigger than yourself. This is… A Bit of Optimism. --------------------------- To buy Angela’s book Grit: The Power of Passion and Perseverance, head to: https://angeladuckworth.com/grit-book  ---------------------------

In a world defined by constant change, reinvention isn’t optional - it’s essential. We often assume reinvention comes from bold leaps or lucky breaks, but actor and author Matthew McConaughey’s story suggests a quieter approach can be far more powerful. In this episode, Matthew joins me to explore the inner practices that have shaped both his life and his legendary career in Hollywood. From stepping away from romantic comedies at the height of his success to sitting with uncertainty when there were no guarantees on the other side, Matthew shares how learning to get comfortable with discomfort empowered the most meaningful reinventions of his life.  At the center of our conversation is curiosity - self-curiosity. Matthew reflects on decades of journaling as a way to notice patterns, stay honest, and make sense of moments that feel unclear. Rather than avoiding discomfort, he learned to treat it as information to study, learn from, and eventually act on. We talk about what it takes to stay relevant without losing yourself, why reinvention often requires carrying the risk before anyone else believes in the outcome, and how self-curiosity can become a compass when the path forward isn’t obvious. Matthew also shares how these ideas come to life in his newest book, Poems & Prayers - a collection of reflections shaped by presence, patience, and the courage to keep asking better questions. If you’re navigating change, questioning your direction, or looking to grow while remaining true to yourself, this conversation offers a grounded and thoughtful path forward. This is… A Bit of Optimism. --------------------------- To check out Matthew’s new book Poems & Prayers, head to: http://www.poemsprayers.com ---------------------------

Hello from Team Simon! We’ll be back next week—January 27, 2026—with brand-new episodes of A Bit of Optimism. We’re excited to bring you new guests, conversations, and opportunities to learn. Until then, we’re diving back into the archives to revisit one of our favorite episodes from 2024, when comedian Trevor Noah joined the show… to get as serious as possible. Most Americans know Trevor as the former host of The Daily Show, a bestselling author, and a stand-up comedian. But his brand of humor isn’t just a barrel of laughs— it’s raw, witty, thought-provoking, and often makes you see the world in a whole new way. In this conversation, Simon and Trevor ditched the small talk (mostly) and went deep into the paradox of choice, the public's response to the murder of United HealthCare's CEO, and why the human experience might be defined by constraint. It will make you chuckle, think, and probably question everything all at once. This… is A Bit of Optimism. --------------------------- For more on Trevor and his work, check out: https://www.trevornoah.com/

Team Simon here! We’re revisiting some of our favorite episodes from 2025. But we'll be back in just two weeks with brand-new episodes of A Bit of Optimism on January 27, 2026. We think you’re going to love them! Today, we’re going back to January of last year when Dr. Becky Kennedy joined us to discuss the hardest job in the world—parenting. It turns out, it’s also one of the best training grounds for leadership. Dr. Becky Kennedy, aka the “Millennial Parent Whisperer,” became an essential voice for caretakers by offering practical, actionable parenting advice that resonated with millions during the pandemic. As a clinical psychologist and founder of Good Inside, she’s now helping parents build sturdy leadership skills that not only transform their homes but also their work lives. In this conversation, Dr. Becky shares how understanding boundaries, emotional triggers, and big feelings can help us become more effective leaders. Whether you’re a parent or a manager (or both!), her insights will help you lead with more intention, connection, and confidence. This… is A Bit of Optimism. --------------------------- Check out Dr. Becky’s work: https://www.goodinside.com/

Happy New Year from Team Simon! We’re so excited to bring you more new episodes of A Bit of Optimism when we return on January 27, 2026. With your support, we’ll make 2026 an incredible year together. In the meantime, we’re revisiting some of our favorite episodes from last year. We kicked off 2025 with a guest most podcast enthusiasts probably have heard of—Mel Robbins. This insightful conversation answers an important question: how do we push through the days where life can feel overwhelming? Especially when we're too drained to even get out of bed. For Mel Robbins, facing this very question turned her life around. Struggling with $800,000 in debt and at rock bottom, she became obsessed with finding practical ways to regain control. Fast forward to today, and Mel is a bestselling author and podcast host who has helped millions transform their lives. In her latest book, The Let Them Theory, she reveals how shedding the weight of others' expectations can help us live more authentically. Simon sat down with Mel to dive into how we can take action when we're emotionally spent, why our need for control ties us to other people's opinions, and how giving others the freedom to be themselves allows us to align with our true values. This… is A Bit of Optimism. --------------------------- For more on Mel and her work, check out: https://www.melrobbins.com/podcast and her book: https://www.melrobbins.com/letthemtheory

Team Simon is revisiting some of the episodes you helped make our favorites of the year until A Bit of Optimism returns on January 27, 2026, with brand-new episodes. We’re rewinding back to August, when talented polymath Elle Cordova joined the show and unpacked how we’re all wired to chase the next spark. We scroll, swipe, refresh, and repeat—but some of our brightest ideas sneak in when we stop chasing, let boredom settle in, and give our minds room to wander. Elle knows the power of that pause. When the pandemic hit pause on her life as a touring musician, she stumbled into new creative territory—making offbeat comedy videos about delightfully nerdy topics like particle physics, grammar, and fonts. Those sketches went viral, and suddenly she was thriving as a social media creator with a devoted following. In this episode, Simon and Elle talk about finding what truly lights you up, pushing through writer’s block, working with anxiety—and yes, Star Wars makes an appearance (because of course it does). Plus, Elle treats us to a live, in-studio performance of her song “Roswell.” This… is A Bit of Optimism. --------------------------- For more on Elle, check out: https://www.ellecordova.com/

Team Simon here! As the year comes to a close, A Bit of Optimism is pressing pause for a short winter break. The show will return on January 27, 2026 and we can’t wait to be back with you. But before we go, we want to say thank you. Truly. This show exists because of you—the listeners who show up every week, share episodes and clips, leave thoughtful comments, start conversations, and carry these ideas into your own lives and workplaces. Your support, curiosity, and generosity are what give this podcast its momentum. It wouldn’t be what it is without this community. While we’re away, we’ll be revisiting some of our favorite episodes from the past year—conversations you helped turn into something special. We also invite you to explore the archive and revisit the episodes you loved most, the ones you shared, commented on, and helped make a success. We’re taking all of that energy with us into the break as we prepare for the year ahead. More meaningful conversations, more inspiring guests, and more moments we hope will leave you feeling just a little more optimistic. Thank you for being part of this journey. Happy holidays, and we’ll see you in the new year!

Team Simon here! Thank you for being part of such an incredible year—and for helping us grow the podcast through your support, sharing it with others, and showing up week after week. We love seeing your comments and hearing what resonates with you. A Bit of Optimism returns on January 27, 2026, with brand-new episodes we think you’re really going to enjoy. Until then, we’re revisiting a few of our favorite moments from the past year. We’re kicking things off with one of our most popular episodes—the conversation we filmed in London with Mo Gawdat. As a “Happiness Expert,” Mo teaches us that happiness is a choice, even if it’s not always an easy choice to make. Mo had to face an impossible choice. Before he was a bestselling author and podcast host, Mo worked a lucrative career as Chief Business Officer at Google X. He reached the heights of business influence and amassed a fortune by 29. And yet, he was miserable. It was only after the tragic death of his 21-year-old son Ali that Mo was forced to confront the truth. Mo now dedicates his life, work, and research to figuring out how human beings can be happier, and he’s on a mission to make 1 billion people happy. He shares what he’s learned – that happiness is both a choice and our default setting, how to trick our brains out of survival mode, and why the happiest emotions we feel are rooted in the present, not the past or future. This… is A Bit of Optimism. --------------------------- To learn more about Mo and his work, check out: https://www.mogawdat.com/

Often the biggest transformations we undergo don’t arrive as lightning bolts, but as quiet shifts we’ve been preparing for all along. For John Fox, the transformation from a 25-year career in high finance to becoming a chaplain wasn’t sudden at all. It was a slow burn—shaped by loss, reflection, community, and a deep desire to live a more meaningful life. John’s successful finance career spanned decades. To the world, he was thriving, but internally he yearned for fulfillment no paycheck could give him. After losing his mother, questioning the purpose of work, and rediscovering his spiritual roots, he began to sense that his life was preparing him for a very different kind of service. That path eventually led him to the Peace Corps, seminary, and finally chaplaincy—where he now spends his days sitting with people in hospitals, jails, shelters, and hospice care. In this conversation, John shares how you can slowly build a new life, why most of us struggle to talk about things we can’t fix, and the human need to be seen by others. We also talk about community, discernment, loss, faith, and the power of listening without trying to change anything. His story is a reminder that life’s meaning often reveals itself slowly… and that the pivots that change our lives most profoundly are the ones we’ve been preparing for all along. This is A Bit of Optimism. --------------------------- To learn more about the Union Rescue Mission, visit their website at www.urm.org And to check out John’s congregation, head to www.newcitychurchla.com

Life can change in an instant. One day you’re shopping at Saks Fifth Avenue, and the next you’re sitting in your car with everything you own, and everyone you love, wondering what happens now. Joan Howard grew up in Beverly Hills with every advantage until a series of crises left her homeless and living in her car with her mother and three dogs. What helped her rebuild wasn't luck or charity. It was kindness, consistency, and one simple weekly practice of being in service to others. Today, Joan is a long-time volunteer for Food on Foot, the very organization that helped her decades ago. Food on Foot is more than a meal line—it’s a community built on dignity, kindness, and practical support for people experiencing homelessness in Los Angeles. Their model helps people find work, save money, build confidence, and move forward with independence. In this episode, we talk about what homelessness actually looks like, why service can be transformative, and how organizations like Food on Foot help people not just get back on their feet, but build a future. This is A Bit of Optimism. --------------------------- To learn more about Food on Foot, visit their website! https://www.foodonfoot.org/ ---------------------------

What if a great business was built like a handmade mixtape? A lovingly crafted experience that is as much a love letter from its founder as it is custom-tailored to its audience. Before Jeni’s Splendid Ice Creams became a household name, Jeni Britton was a 22-year-old art school dropout scooping her ice cream creations at a farmers market in Ohio. She didn’t have investors, connections, or a playbook. What she did have was a vision - not just for ice cream, but for connection. Jeni believed her bold ice cream could be a conduit for something bigger: a place where people feel seen, conversations happen naturally, and strangers become community. Over the next two decades, she bootstrapped her way from a small counter to a nationally recognized brand by doing everything the slow, hard, old-fashioned way — one customer, one flavor, and one act of service at a time. She refused shortcuts. She prioritized people. And she built her company like a handmade mixtape — crafted with intention, risk, rebellion, and love. In this conversation, Jeni explains what true entrepreneurship really is: not hype, not hyper-growth, and not chasing venture capital, but the courage to follow a vision long enough for it to start leading you. We talk about the creative process, the power of service, the lessons learned from young employees, the myth of “scalable ideas,” and how walking in the woods helped Jeni discover her next chapter - Floura. Jeni’s story is a reminder that the best things in life - and in business - take time, heart, and a willingness to make something beautiful even when no one is watching. This is A Bit of Optimism. --------------------------- This episode is brought to you by the Porsche USA Macan --------------------------- Visit Jeni's Splendid Ice Creams:  https://jenis.com/ Check out Jeni’s newest venture — Floura:  https://www.floura.com/

Who would’ve guessed that one of the world’s best company cultures was hiding behind a can of WD-40? Of all the places to find a leadership masterclass, the blue-and-yellow can in your garage probably wasn’t on your list - but it’s time to put it there. Garry Ridge - an Australian who brought his charm and curiosity across the Pacific  - joined WD-40 Company in the late ’80s and rose through the ranks, eventually serving as CEO for 25 years. But he didn’t start out as the culture-building expert he’s known as today. Early in his career, he lived by the old mantra: “be brilliant, be brief, be gone.” He had to unlearn that mindset and rebuild himself into a leader who centers people, learning, and belonging  - an evolution that reshaped WD-40 from the inside out. His new book, Any Dumb Ass Can Do It, captures that journey. In this episode, we break down how Garry built a company where people genuinely love coming to work  - even through recessions, pandemics, and all the external chaos leaders can’t control. We dig into the systems and behaviors that fueled WD-40’s rise, from psychological safety to accountability to building internal consistency no matter what the market is doing. Garry and I both believe that people deserve to love their work - even if they don’t like it every single day. People want to feel seen, heard, and valued. And Garry is one of the rare leaders who knows exactly how to make that happen. This is A Bit of Optimism. --------------------------- This episode is brought to you by the Porsche USA Macan --------------------------- Check out Garry’s new book. https://thelearningmoment.net/any-dumb-ass-can-do-it/ And his coaching work with The Learning Movement.  https://thelearningmoment.net/

What if great friendships aren’t found by luck but built through effort? Bestselling novelist Fredrik Backman, the mind behind A Man Called Ove (adapted into the Tom Hanks film A Man Called Otto), Anxious People, and the beloved Beartown series, has spent his career writing about the quiet power of ordinary people. But in his real life, he learned one of his most important lessons from his best friend of 30 years: meaningful friendship is a skill you develop, not a lottery you win. Despite being a self-described introvert, Fredrik discovered that you don’t need hundreds of friends. You only get a few humans who truly shape your life. His newest book, My Friends, is a tribute to those relationships and the daily work of showing up for the people who matter most. In this candid and inspiring conversation, Fredrik and I talk about the healing power of friendship, why differences make relationships stronger, the value of having friends who edit us, and the joy of being genuinely happy for someone else. If you want to become a better friend and build deeper connections, this episode offers heartfelt lessons from one of the world’s most compassionate storytellers. This is A Bit of Optimism. --------------------------- This episode is brought to you by the Porsche USA Macan --------------------------- To check out Fredrik’s newest book, “My Friends,” visit:  https://www.simonandschuster.com/books/My-Friends/Fredrik-Backman/9781982112820 Find the full-length speech Fredrik gave for Simon & Schuster here:  https://www.youtube.com/watch?v=NSuSyZ92Cjg

If you feel stupid while learning something new, you’re doing it right. But if you keep doing the same thing over and over hoping it’ll suddenly make sense - that’s on you. The trick isn’t to push harder; it’s to find a new teacher, a new explanation, a new way in. That’s exactly how Matthew Broussard approaches comedy - and everything else. A stand-up comedian, math nerd, and former financial analyst, Matthew is obsessed with learning and cracking the formula behind how things work. He treats every joke like an equation, testing, refining, and solving for laughter. He’s the creator of Monday Punday, a puzzle webcomic and app, and has been featured on The Tonight Show with Jimmy Fallon, Conan and Comedy Central’s Roast Battle. He’s also made appearances on The Marvelous Mrs. Maisel and The Mindy Project. His storytelling, including his viral tales about his mother-in-law, proves that logic and vulnerability can live in the same sentence. In this episode, we explore the overlap between comedy and leadership—the art of experimenting, iterating, and connecting through honesty. We talk about the hidden work beneath success, the difference between purpose and perfection, and why laughter might just be the purest form of optimism. This is A Bit of Optimism. --------------------------- This episode is brought to you by the Porsche USA Macan --------------------------- Check out Matthew’s Youtube page for his full comedy special “Hyperbolic”: https://www.youtube.com/@mondaypunday ---------------------------

I’ve long imagined a world where people wake each morning inspired, feel safe wherever they work, and return home fulfilled by what they’ve created. That vision once felt like a dream - until I met Bob Chapman, CEO of Barry-Wehmiller, who quietly built it into reality. Over five decades, Bob has grown a humble Midwestern manufacturing company into a global business success story, proving that leadership grounded in humanity can scale across the world. Bob sees the people in his company not as line items, but as human beings within his span of care -  individuals he feels responsible to help become healthy, fulfilled, and whole. His belief is simple yet profound: when people are cared for at work, they create happier families, stronger communities, and a better world. He captured this vision in his book Everybody Matters -  which I’m proud to have published -  inspiring leaders everywhere to imagine a kinder form of capitalism. In this episode, we return to BW Papersystems in Phillips, Wisconsin where Bob first brought me fifteen years ago where he showed me what his Truly Human Leadership movement looks like. There, I speak with Amber Meyers, Randall Fleming, Lance Johnson, and Jared Nelson, each at different points in their journey with Barry-Wehmiller - some just three years in, others more than twenty-five. Through their eyes, we see the company’s evolution and the lasting power of care in action. What I once thought was idealism, I now know is possible: proof that capitalism can, in fact, be kind. This Is A Bit of Optimism.  For more of Bob’s work check out:  Bob's book, Everybody Matters https://www.barrywehmiller.com/bobchapman/b Chapman & Co. Leadership Institute: https://www.ccoleadership.com/ Barry-Whemiller: https://www.barrywehmiller.com/

We don’t usually look to Hollywood for lessons in career longevity. But it might be the perfect place to study it. Few industries move faster or cast people aside more quickly, and yet Rob Lowe has spent more than four decades defying those odds. His story isn’t just about surviving fame—it’s about overcoming adversity, finding joy in the work, and proving that authenticity is the only path to a career that lasts. Across his career, Rob has navigated the highs of teen idol stardom, the lows of very public failures, and the challenge of reinventing himself again and again—all while staying relevant and true to himself. His secret? A willingness to take risks, embrace failure, and laugh at himself along the way. Rob and I dive into Rob’s philosophy of resilience, authenticity, and joy. He shares how humiliations turned into lessons, why not taking yourself too seriously is a strength, and how authenticity has become the ultimate currency in today’s culture. You can also see Rob hosting the fourth season of The Floor, airing September 24th on FOX.] This is A Bit of Optimism.

The future is something we create, not just something that happens. To guide progress toward real good, we need bold, optimistic visions of what society can become. Reid Hoffman makes the case for better science fiction - stories that don’t just entertain, but illuminate the futures we can strive for. As a serial entrepreneur and cofounder of LinkedIn, Reid brings a unique perspective on how storytelling shapes technology, society, and innovation. He argues that imagining optimistic futures is essential if we want to create them. In this episode, we also explore how technology like AI is changing the way our brains work and how our faculties will evolve, why humanity has shifted from focusing on external threats to internal ones, and how optimism isn’t blind faith—it’s a clear-eyed strategy for shaping a better world. This is... A Bit of Optimism.  Check out Reid’s new book here: https://www.superagency.ai/ SUPERAGENCY: What Could Possibly Go Right with Our AI Future

We’ve never had more freedom in our relationships—yet many of us feel more disconnected than ever. Marriage, family, and even the workplace have all been reshaped by shifting norms, new technologies, and rising expectations. Happiness, once a nice-to-have, is now the very glue that keeps both couples and teams together. Few people understand these changes better than Esther Perel. For decades, she’s helped us rethink intimacy, navigate conflict, and reimagine what a healthy connection looks like—at home and now at work with her new conversation inducing game of questions, Where Should We Begin? At Work.  Esther and I explore how our ideas of love and partnership have evolved, why friendships can be just as life-giving as romance, and why learning to “talk to strangers” may be the most important skill for the next generation. We also dive into the role of play, trust, and risk-taking in building lasting bonds. If you care about creating relationships that are strong enough to withstand the pressures of modern life, this episode might just be for you. This is A Bit of Optimism. To learn more about Esther’s work, visit:  www.estherperel.com And to check out Where Should We Begin? At Work here:  https://game.estherperel.com/products/where-should-we-begin-at-work?gad_source=1&gad_campaignid=21749016432&gbraid=0AAAAA93e13laOUsIrrGSZUodaliBNmZVP&gclid=CjwKCAjw_fnFBhB0EiwAH_MfZtrMmVTRj7QgBn4ER-_HF10aCifdOOpY1DLy9R4dt4K0Sbh2WKJDeRoC2XUQAvD_BwE

Your instincts aren’t just whispers. They’re a compass pointing you toward the life you’re meant to live. But in a world obsessed with speed, metrics, and outcomes, most of us forget how to listen. Arthur Brooks, bestselling author and Harvard Business School professor, teaches one of the most popular classes on happiness. But his insights come not just from research, but from a life of reinvention: from French horn player to scholar, from think-tank leader to teacher, and even pilgrim on the Camino de Santiago. In this conversation, we explore why so many of us feel unhappy today, the real equation for joy, and why following your gut is essential. Along the way, Arthur shares how to treat life like a pilgrimage, why AI may strip away the struggle that makes us wise, and why the process - not the outcome - is where happiness lives. If you’ve ever wondered whether you’re “falling behind,” or if you’re searching for the courage to trust your instincts, this episode will remind you that happiness isn’t something you chase - it’s something you practice, every step of the way. This is…A Bit of Optimism. Check out more of Arthur’s work here: https://www.arthurbrooks.com/

We’re often told to do more, move faster, and chase the next big trend—but some of the most remarkable successes come from narrowing your focus, obsessing over one thing, and truly understanding the people you’re serving.  Ben Francis knows this better than most. He started Gymshark with nothing more than a sewing machine and a passion for making gym clothes that actually worked for him. From those humble beginnings, he built a billion-dollar brand—carefully, sustainably, and with a vision for a company that lasts 100 years, not just a flash in the pan. And yes, he’s still young, proving that you can dream big while thinking long term. Recorded at the very impressive Gymshark HQ in Birmingham, UK, this episode takes us inside the energy and culture that fuel the brand. We dive into Ben’s journey of obsession, experimentation, and relentless focus, exploring how to build something meaningful without having all the answers, learning from failures, and why understanding your customer is everything. If you’ve ever wanted to create something that lasts, this conversation is for you. This is A Bit of Optimism.  Check out Gymshark here:  https://www.gymshark.com/

“Nuclear” might make you wince—but the real problem isn’t the energy, it’s the branding. Safe, low-carbon, and scalable, nuclear could be a climate hero—if only we told the story right. Isabelle Boemeke is on a mission to change how we think about nuclear energy. A Brazilian model turned the world’s first nuclear influencer, she created her alter ego, Isodope, to show a new generation the benefits of clean energy—while cutting through the fear shaped by war movies and disaster shows. In her new book, Rad Future, she makes the science, history, and promise of nuclear power accessible to everyone. In this episode, we talk about why nuclear scares us, how we need to rethink the climate conversation, and why embracing nuclear energy could be one of our smartest moves yet. Isabelle also shares her personal journey—from modeling to advocacy, building Isodope, and helping shift the conversation around clean energy for a better, brighter future. This is… A Bit of Optimism.  Learn more about Isabelle’s work here.  https://isodope.com/ And order the new book Rad Future here.  https://isodope.com/rad-future/

We’re wired to chase the next spark - scrolling, swiping, refreshing - but some of our brightest ideas sneak in when we stop chasing, let boredom settle in and give our minds room to wander. Elle Cordova knows the power of that pause. When the pandemic hit pause on her life as a touring musician, she stumbled into new creative territory - making offbeat comedy videos about delightfully nerdy topics like particle physics, grammar, and fonts. Those sketches went viral, and suddenly she was thriving as a social media creator with a devoted following.  In this episode, we talk about finding what truly lights you up, pushing through writer’s block, working with anxiety - and yes, Star Wars makes an appearance (because of course it does). Plus, Elle treats us to a live, in-studio performance of her song Roswell. This…is A Bit of Optimism. For more on Elle, check out: ellecordova.com/

This was the most epic Zoom call we’ve ever been a part of — an incredible conversation with NASA astronaut Jonny Kim, live from the International Space Station, with sunrise on Earth as a stunningly causal site behind him as they barreled at 17,000 mph in orbit. Thanks to the amazing team at Johnson Space Center, Jonny was able to join us to share insights from a life that defies limits, showing what it truly means to lead and serve on and off the planet. In this episode, we grapple with a startling and powerful idea: that there can be a privilege in how we face our darkest days. For those who find the strength to rise through empathy and courage, adversity transforms from a burden into a source of profound growth and resilience. Jonny’s journey—from a violent childhood to becoming a Navy SEAL, Harvard-trained doctor, and astronaut—embodies this truth. Driven not just by pain or pride in loved ones, but by a genuine ambition to become his best self, Jonny’s story challenges us all to embrace hardship as a catalyst for leadership and service. This is a conversation the 13-year-old Simon, in his blue jumpsuit, would be very proud of.  This is… A Bit of Optimism.

Good manners aren’t just about being polite — they’re about making other people feel seen. William Hanson is one of the world’s leading etiquette coaches. He’s advised royalty, CEOs, and television personalities on how to communicate with clarity, confidence, and grace. But his mission goes far beyond fine dining or proper handshakes. In today’s fast-paced, informal world, William argues that etiquette isn’t outdated — it’s essential. Whether you’re trying to land a job, win over a client, or simply connect with others, good manners are your most underrated advantage. He sat down with me to share how etiquette builds trust, why it’s not about snobbery or perfection, and how anyone — regardless of background — can learn the unspoken codes that open doors. This… is a Bit of Optimism. Check out William’s new book Just Good Manners here And learn more about his work here.

You have two years left to live. What would you do? That's a real question Angela Trimbur had to answer. In 2018, a breast cancer diagnosis forced her to get honest with herself. If Angela had only 2 years to live, what kind of life did she truly wish to live? Angela chose to start over. She sold everything she owned, moved to New York City, and became a dance teacher. Angela's irreverent teaching style and unique approach to dance won her accolades, and she now teaches sold out classes where people use dance to find themselves. In this conversation, Angela explains why cancer actually helped her become a better version of herself. She shares how her disease enabled her to adopt a 2-years outlook on life, and why living as if our time is limited is always good practice, even when nothing appears to be wrong. This…is A Bit of Optimism. For more on Angela and her work, check out: Angela Trimbur Dance

When morale problems affect a team, some leaders choose to make a big, rousing speech. But quite often, it’s the quiet leader who leads with empathy that sees a better emotional solution. Gordon Schmidt is a retired Navy SEAL with enough combat experience to understand that empathy is an operational advantage, not a weakness. After 20 years of military service, he started his second act as a high school rowing coach. According to Gordo, be it coaching rowers or leading soldiers, the emotional lessons he’s learned about leadership apply just the same. In this conversation, Gordo shares with me how to move on into a new chapter in life and why emotional intelligence in high-stress situations is often a leader’s only way out. This…is A Bit of Optimism. For more on Gordon and his work, check out: San Diego Rowing Club

Happiness is a choice. But it’s not always an easy choice to make. Mo Gawdat had to face an impossible choice. Before he was a bestselling author and podcast host, Mo worked a lucrative career as Chief Business Officer at Google X. He reached the heights of business influence and amassed a fortune by 29. And yet, he was miserable. It was only after the tragic death of his 21-year-old son Ali that Mo was forced to confront the truth. Mo now dedicates his life, work, and research to figuring out how human beings can be happier, and he’s on a mission to make 1 billion people happy. He sat down with me to share what he’s learned – that happiness is both a choice and our default setting, how to trick our brains out of survival mode, and why the happiest emotions we feel are rooted in the present, not the past or future. This…is A Bit of Optimism. To learn more about Mo and his work, check out:mogawdat.com

🚨  Chomp Alert! 🚨 We saw your comments — loud and crunchy. Turns out not everyone wants front-row seats to mouth sounds. Who knew? Skip to 29:29 to dodge most of the chewing. We promise, after that it’s just a few graceful nibbles of Basque cheesecake. 🧀🍰😅 _____________________________________ We turned the studio into a restaurant for the day—because when Phil Rosenthal’s in the house, you don’t just talk about food, you eat it! Phil—the genius behind Everybody Loves Raymond and Somebody Feed Phil—joins us for a heartfelt, hilarious meal where we dive into everything from sitcoms and food shows to gratitude, creativity, and finding joy in the everyday. Sure, we talk about the evolving world of television and the secrets to mastering great storytelling—but this episode isn’t just about food and show business.  Phil reveals the best life advice he’s ever received—and it might just change the way you live. As lovers of the LA food scene, we also used this episode as a chance to highlight and support some of our favorite local restaurants. Because nothing pairs better with great conversation than a table full of incredible local bites. Breakfast Burritos: Civil Coffee  Fried Chicken: Anajak Thai (surprise guest experience from owner and chef Justin Pichetrungsi)  Hand Rolls: The Joint Liver Pâté: Petit Trois Basque Cheesecake:  Pasjoli Watch the new season of Somebody Feed Phil on Netflix Check out more of Phil’s work: philrosenthalworld.com --------------------------- This episode is brought to you by True Classic! I really love their T-shirts, so we called them up and asked if they wanted to work together. And they said yes! Check out their clothes at: trueclassictees.com