Cupalo Conversations

PODCAST · business

Cupalo Conversations

In each episode of Cupalo Conversations, Lauren Hannon founder of Cupalo delves into insightful conversations with a diverse and exceptional lineup of guests. Each episode is a deep dive into the grit that lives between the lines of success stories, offering listeners a unique perspective on the challenges and triumphs of each guest. From software engineering leaders to financial experts, authors to fellow founders, and an array of rabble rousers in between, Lauren explores the multifaceted world of staffing, scaling development teams, building businesses, personal development, and more.

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    Episode #46 Artificial Intelligence: Super Power OR Super Problem with Jason Louer

    Is AI the ultimate tool to unlock human potential, or are we trading our privacy and humanity for convenience? In this episode of Cupalo Conversations, host Lauren Hannon chats with Jason Louer, a seasoned engineer and leader, about the transformative impact of AI on engineering, business, and everyday life. They dive into AI as a force multiplier, its potential to bridge the skills gap, and how it enhances both technical and communication abilities. Jason highlights the importance of aligning AI with real-world business problems and using it as a learning tool while tackling the pressing issue of job security in the AI-driven era. Beyond the workplace, they discuss how AI empowers non-technical individuals to streamline daily tasks, unlocking new levels of efficiency. However, the conversation takes a sobering turn as they address AI's darker side, such as its misuse in global surveillance by unchecked governments—echoing Orwellian warnings from 1984. Jason underscores that despite AI's power, there’s no substitute for human experience—our ability to learn, feel, and authentically connect remains irreplaceable. This episode explores the balance between leveraging AI for innovation and safeguarding humanity's core values, making it a must-listen for anyone curious about the opportunities and challenges of artificial intelligence. 00:00 Jason's Journey in Data Engineering 04:47 AI As A Force Multiplier 08:08 Bridging Skills Gap with AI 12:53 The Risk of Underdevelopment At the Use of AI 14:58 AI's Impact on Technical Jobs 17:09 Embracing AI Tools for Value Creation 18:21 Leadership Leveraging AI 21:23 AI's Role in Everyday Life 25:06 The Negative Side to AI 31:48 No Substitution for Human Experience Though Jason works for the American Red Cross, the opinions expressed represent his own and do not reflect the views of his employer.

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    Episode #45 Sh*tHappens: Inventing "The Poopcopter" a Dog Waste Removal Drone with Caleb Olson

    For the dog feces handler in all of us—meet the Poopcopter, the drone that steps in and picks up, so you don’t have to. In this episode of Cupalo Conversations, join host Lauren Hannon as she interviews Caleb Olson, the creator of the Poopcopter, a groundbreaking drone designed to automate dog waste removal. Caleb reveals the journey behind his innovative invention, diving into its design, functionality, and the technical challenges he’s overcome. With hundreds of hours invested, Caleb discusses balancing a full-time job with his passion project and offers advice for aspiring inventors on time management, the importance of feedback, and leveraging cross-disciplinary knowledge. As a software engineer, Caleb is most comfortable in the technical realm, but he shares the trials of navigating the business side, from patents to potential public speaking opportunities. Key insights include the value of passion in problem-solving, the power of collaboration, and the importance of taking the first step. Tune in to discover how Caleb’s journey exemplifies the intersection of hardware and software, and how innovation can emerge from unexpected places. Perfect for tech enthusiasts, aspiring inventors, and anyone fascinated by real-world applications of cutting-edge tech! 00:00 Introduction to Caleb Olson, Inventor of The Poopcopter 05:00 Challenges and Innovations in Design 06:23 Patent Process & Intellectual Property 08:54 Caleb's Other Inventions 13:59 Problem Solving & the Passion Behind the Invention 16:42 Staving Off Cultural Pressures 18:42 Navigating External Opinions and Advice 25:28 Staying in Your Lane: The Importance of Specialization 30:44 Embracing Public Challenges and Personal Growth 33:17 To Try Or Not to Try: Overcoming Fear Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

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    Episode #44 How to Think Like a Business Owner: From Craftsperson to CEO with Brad Koehn

    In this episode of Cupalo Conversations, Brad Koehn shares invaluable insights on the shift from employee to business owner, diving into the mindset changes required to build a profitable business. Brad discusses the unique challenges craftsperson business owners face, especially those who excel at their trade but struggle to develop essential business skills. He emphasizes seeing your business as a "money-making machine" and highlights strategies for structuring it for potential exits. Listeners will learn the importance of shifting from individual craftsmanship to team-focused leadership, the pros and cons of product vs. service-based models, and tips for building a sustainable, adaptable business. Key Takeaways: Work on your business, not in it, to ensure growth. Treat your business as a structured money-making machine. Leverage technology and outsourcing to manage workload. Transition from personal skillset to team and leadership development. Balance autonomy with the solopreneur lifestyle's limitations. Sales, marketing, and emotional resilience are essential skills. Start planning your business exit strategy early on. Service businesses often offer greater stability than product-based models. Adaptability is critical for long-term business success. 00:00 The Transition from Employee to Business Owner 03:38 More Running the Bakery & Less Baking 06:40 The Solopreneur Lifestyle and Its Challenges 12:43 Word of Caution to Craftspeople Business Owners 16:42 Product vs. Service Company: The Business Model Debate 19:17 Building a Business with an Exit Strategy 24:23 Entrepreneurship Through Acquisition 27:14 Navigating Fear in Business Ownership Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

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    Episode #43 Life on the Line with Chef Tony Andiario

    In this episode of Cupalo Conversations, host Lauren Hannon sits down with celebrated chef Tony Andiario, the James Beard semifinalist and co-owner of the acclaimed West Chester, PA restaurant, Andiario. Tony shares his remarkable journey from a graphic design graduate to a highly regarded chef whose restaurant is one of the most sought-after dining experiences in the Philadelphia suburbs. Tune in to hear Tony’s honest insights on the culinary world—the often-grueling physical demands, the misconceptions of the "celebrity chef" lifestyle, and his joy in crafting approachable, unfussy food that anyone can enjoy. He shares how family gatherings around food and watching cooking shows with his father ignited his passion, ultimately leading him to pursue cooking over graphic design at age 25. Tony’s culinary philosophy centers on simplicity, quality ingredients, and creating a comfortable atmosphere for diners, and he encourages everyone to find joy in cooking at home. Discover what Tony would choose for his last meal and how the simple act of sharing food with loved ones fuels his love for the kitchen. Key takeaways Tony's culinary journey began with family gatherings centered around food. His passion for cooking was influenced by watching cooking shows with his father. He transitioned from graphic design to culinary school at 25, driven by a desire to pursue cooking. The physical demands of being a chef can be challenging, especially as one ages. Tony believes that the chef celebrity craze can misrepresent the realities of the profession. He finds joy in the creativity and craftsmanship involved in cooking. Approachable food that is not fussy is what Tony aims to create in his restaurant. Tony's ideal last meal would be simple, comforting food shared with friends and family. He encourages others to find joy in cooking at home rather than feeling pressured to switch careers. Good ingredients from farmers markets can enhance the cooking experience. 00:00 Introduction to Tony & His Circuitous Route to the Kitchen 07:48 The Physical Toll of Being a Chef 14:56 To Find Your Calling in Food 19:49 The Best Part of Being a Chef 22:48 Food Over Fussy 26:04 Tony's Ideal Last Meal on Earth Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

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    Episode #42 The Miraculous & the Macabre: Weird Catholic Handbook with Author Michael Lichens

    Do you savor a good ol' fashioned ghost story? Do you enjoy stepping into a room filled to brim with human bones? What about facing your mortality head on? Well, well, well. Do I have a podcast (and a book) for YOU! In this Cupalo Conversations podcast, Lauren Hannon interviews Michael Lichens, an author and editor with a deep passion for the overlooked aspects of Christian history. They discuss Michael's latest book, 'Weird Catholic Handbook,' exploring themes such as ossuaries, saints, relics, and the phenomenon of incorruptibility. Michael retells the tail of some of America's most famous ghost stories and exorcisms, providing a historical perspective on these topics and how they relate to modern spirituality. In this conversation, Michael J. Lichens discusses the resurgence of spirituality in uncertain times, exploring haunted and holy places in the U.S., the impact of historical tragedies on spirituality, and the importance of imagination in understanding history. He reflects on the sensitivity to everyday spaces, the role of unusual experiences in deepening faith, and the confrontation with the fear of death. Lichens also addresses skepticism towards the miraculous and emphasizes the need to revive the tradition of storytelling as a means of connecting with our shared human experience. 00:00 Introduction to Michael Lichens and His Journey 02:34 Newly Published Weird Catholic Handbook 03:19 Bone Churches: Their History & Spiritual Complexity 07:37 Catholic Saints and Relics 08:55 Phenomenon of Saintly Incorruptibility 12:59 Ghost Stories & Exorcisms 21:20 The Rise of Spirituality in Post War & Modern Times 22:46 Haunted & Holy United States 28:03 Sensitivity to the Lives of Those Who Came Before 30:24 The Role of the Unusual in Deepening Faith 33:00 Confronting the Fear of Death 35:30 Addressing Skepticism Towards the Miraculous 39:15 Understanding Human Nature Through History 41:32 Reviving the Tradition of Storytelling Tune in and discover the bizarre and extraordinary stories that have shaped Catholicism and our human history with Michael Lichens and his "Weird Catholic Handbook" Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

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    Episode #41 Kids Over Corporate: Family, Faith, and Modern Parenting with Ally Hieronymus

    Ally is thriving in what some might consider "today's abnormal" as a stay-at-home mom of five soon to be six kiddos! In this episode of Cupalo Conversations, host Lauren Hannon interviews Ally Hieronymus, a former pastry chef and culinary artist turned stay-at-home mom of five (soon to be six). Ally shares her heartfelt journey to embracing the joy and challenges of raising a large family in today’s world. They discuss the stigma that often surrounds moms of many children—how strangers make forward or rude comments about the number of kids and their close age gaps. Ally opens up about her faith-driven approach to parenting, acknowledging her imperfections while surrendering to God's will. She reflects on the pros and cons of technology for modern parents, from building a supportive community to dealing with the pressure of feeling inadequate. Despite stepping away from her culinary career, Ally's passion for creativity now centers on raising her children to become the best people they can be. Join this honest, faith-filled conversation about modern parenting, large families, and embracing what some may consider "today’s abnormal." Whether you’re a parent, aspiring mom, or someone interested in faith and family dynamics, this episode is for you. Tune in for a heartfelt conversation that sheds light on the beauty of large families and how Ally is thriving in what some might consider "today's abnormal." #Motherhood #LargeFamily #FaithAndFamily #ParentingJourney #StayAtHomeMom #RaisingKids #ParentingIn2024 #CupaloConversations #LaurenHannon00:00 Intro to Ally & Her Journey to Entrepreneurship & Motherhood 06:38 Scratching the Entrepreneurial Itch 09:05 Motherhood as a Vocation 11:31 Holding Fast to Joy & Remaining Steadfast in Faith 13:57 Discrimination & Misunderstanding 17:37 The Labels We Carry: Stay-at-Home Moms vs. Trad Wives 20:06 Accepting the Role of Stay-at-Home Mom 22:20 Technology's Double-Edged Sword in Parenting 27:45 Finding Balance: Homeschooling and Future Endeavors 30:29 Navigating Public Perception & Beseeching Respect Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

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    Episode #40 The Great Escape: From 9-to-5 Grind to 6-Figure Freedom with Daniel Vassallo

    Ever thought of quitting your soulless full time job to work for yourself? What about when you're making $500k+??? In this episode of Cupalo Conversations, host Lauren Hannon sits down with Daniel Vassallo, a former Amazon software engineer turned entrepreneur, Twitter influencer, and founder of the Small Bets Community. Daniel shares his bold transition from a cushy $500,000+corporate job to the uncertain world of self-employment. With over four years of savings, he took the leap, driven by the conviction that full-time employment wasn’t the right fit for him. Daniel introduces his powerful concept of "small bets"—embracing smaller, manageable ventures to mitigate risks in business. He talks about redefining success beyond financial gain and highlights the unpredictability of the market and of life in general. A cautionary reminder to remove the blinders and recognize that life is multi-dimensional. If you're an aspiring entrepreneur seeking freedom from the 9to5 grind, as well as advice on lifestyle design and navigating uncertainty, Daniel’s journey will inspire you. Key Takeaways: Why Daniel left a lucrative corporate job to follow his entrepreneurial calling. The role financial security plays in making bold decisions. How "small bets" can reduce business risk and enhance personal satisfaction. The importance of resilience, adaptability, and community in achieving success. Why finding joy in the journey is as crucial as reaching the destination. #DanielVassallo #Entrepreneurship #SmallBets #FinancialIndependence #LifestyleDesign #CupaloConversations #LaurenHannon #Amazon #SelfEmployment #businesssuccess 00:00 Daniel's Journey into Corporate America 07:55 Leaving the High-Paying Job & $100,000s on the Table 12:27 Luck Blindness: Acknowledging the Randomness of Life 18:17 Post- Amazon: Early Ventures and Lessons Learned 26:44 The Strategy of Small Bets 31:04 Measuring Success Outside of Full Time Employment 37:22 Passion Project to Commercial Project 40:58 The Trues Measure of Success: Making Yourself Proud Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

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    Episode #39 Semper Fi: Loyalty, Learning, & Leading in Tech with Marine Veteran Jared Olhoft

    00:00 Jared's Journey: From Military to Technology Leadership 03:18 Jared's Intro and Entrance into the Military 05:08 Transitioning from Military to Corporate Culture 05:52 Impact of Military on Jared's Leadership Style 08:41 Modern Corporate America: The Antithesis of Military Authoritarian Leadership 10:13 Jared's Love of Learning & Pursuit of Professional MBA 14:53 Conclusion and Reflections on Leadership 15:24 The Importance of Continuous Learning & Being Uncomfortable 20:00 Self Care VS Militant Loyalty 25:49 Non-Traditional Routes to Technology Leadership In this episode of Cupalo Conversations, host Lauren Hannon sits down with Jared Olhoft, a former U.S. Marine turned technology leader, to discuss his journey from military service to the tech industry. Jared shares how his experience in the Marines has profoundly shaped his leadership style, emphasizing the importance of self-discipline, continuous learning and the evolution of leadership from authoritarian approaches to more adaptive methods in the corporate world. The conversation covers key lessons from Jared's transition to civilian life, including the need to balance self-care with loyalty, the power of networking, and the value of stepping outside comfort zones. Listeners will gain insights into how diverse experiences, like Jared’s, enrich leadership perspectives in technology, as well as the challenges and advantages veterans bring to the corporate environment. Jared's story highlights the importance of understanding the varied experiences of veterans, the significance of peer learning, and how a commitment to personal and professional growth can lead to success in any industry. Key Takeaways: Jared's military background taught him the importance of learning. Leadership in the military can be authoritarian but evolves in corporate settings. Transitioning to civilian life requires adapting leadership styles. Continuous learning is crucial for both personal and professional development. Self-care practices are vital and can be learned over time. Loyalty in the military differs from corporate loyalty. Diverse experiences broaden a leader's perspective in the tech industry. Networking and peer learning are essential for growth. Understanding veterans involves recognizing their varied experiences. Stepping outside comfort zones fosters growth and adaptability. This episode offers valuable lessons for anyone interested in leadership, personal growth, and the unique perspectives veterans bring to the tech industry. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io

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    Episode #38 A Day in the Life of a C-Suite Tech Exec with Marc Kermisch

    00:00 Introduction: Marc Kermisch & His Journey to the C Suite 03:02 Life as a CTO/CIO 05:47 The Technical Aptitude Spectrum 08:57 Leaders Needing to Be Led: Seeking Mentorship as an Executive 12:26 Overcoming Self-Doubt 16:44 Career Progression Beyond the C-Suite 19:48 Navigating Politics and Bureaucracy at the Top 24:18 Behind Those Feel-Good Mission Statements 30:36 Carrying the Weight of Layoffs as a C-Suite Exec 37:36 Understanding the C-Suite Perspective In this episode of the Cupalo Conversations podcast, host Lauren Hannon sits down with Marc Kermisch, a renowned Twin Cities tech leader who has held C-suite positions at Red Wing Shoe Co, Bluestem Brands, OptumRX, and CNH Industrial. Marc shares his incredible journey from an English major to CTO/CIO, shedding light on the real struggles and emotional challenges of leadership at the top. In this honest conversation, Marc opens up about the tremendous responsibility and often personal sacrifice that comes with the job of being an executive. Marc emphasizes the need for ongoing mentorship the higher you climb on the ladder. How self-doubt and navigating corporate politics persist at the top and what it's like to wade through those waters. The importance of continuous learning and self-awareness in leadership success. They also discuss the emotional toll of layoffs and balancing leadership decisions with empathy as well as what a "real" mission statement means in driving company goals. Tune in to hear Marc’s story of embracing challenges, learning from setbacks, and making a lasting impact as a tech leader. Whether you're climbing the corporate ladder or looking to develop your leadership skills, this episode offers valuable takeaways for personal and professional growth Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

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    Episode #37 Ten-Ten-Ten: The Goal Setting Blueprint with Kurt Schmidt

    00:00 Introduction to Kurt Schmidt and His Journey 03:17 Crafting Life with Strategic Precision 08:12 Striking the Balance Between Future Goals & Present Living 10:05 The Importance of Socializing Goals 14:35 The Myth of the Self-Made Individual 17:02 The Antithesis of Planning: Living Spontaneously 19:36 10-10-10 Framework Explained 22:41 Daily Rituals and Self-Reflection 27:35 Dealing with Negative/Cynical People 31:26 Reflections on Legacy & Mortality 34:00 Future Aspirations and Community Building In this episode of Cupalo Conversations, host Lauren Hannon sits down with Kurt Schmidt, a business leader with over 20 years of experience in growing professional service firms. Kurt shares his journey from a successful action sports athlete to leading a company’s growth from 50 to 500 employees and becoming the founder of Schmidt Consulting Group. They dive deep into his book, “The TEN-TEN-TEN Blueprint: Craft Your Life With Strategic Precision,” where Kurt outlines a powerful framework for goal setting with 10 years, 10 months, and 10 weeks in mind. Discover why it’s crucial to socialize your goals—sharing your plans with others to ensure support and accountability. Kurt emphasizes that no one achieves success alone and debunks the myth of the self-made individual. Lastly, Kurt also touches on the significance of leaving a legacy, living a life you can be proud of, and how to take control of your future with actionable strategies. Tune in to learn more about goal setting with the TEN-TEN-TEN framework so you can ultimately make yourself proud and live the life you always dreamed of. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

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    Episode #36 Behind Closed Doors: An Exposé on American Finances with Underwriter Joe Coulter

    00:00 Joe's Journey into the Mortgage Industry 02:52 Behind Closed Doors: Million Dollar Homes 05:25 The Buying Power of High Dollar Earners 10:42 Savings & Investments of "Rich" Americans 13:18 Earnings and Buying Power of "Average" Americans 15:14 Americans and Their Debt 17:32 Impact of Rise in Interest Rates & Home Values 21:22 Cautionary Tales and Warnings on Cash Out Refinancing 27:55 When & How to Seek Expert Advice on Home Buying In this fun and yet sobering episode of the Cupalo Conversations podcast, host Lauren Hannon sits down with Joe Coulter, a senior underwriter with over 15 years of experience and more than 10,000 mortgage loans under his belt. Together, they explore the often hidden truths about how Americans—both average and affluent—really manage their money. From paycheck-to-paycheck living in multi-million-dollar homes to the common mistakes people make with cash-out refinances, Joe pulls back the curtain on the financial habits that most of us don’t talk about with friends such as... How even those with $100,000+ monthly paychecks may be one missed payment away from returning their luxury cars. The pitfalls of repeatedly using home equity to pay off debt and the long-term consequences. Why pouring hundreds of thousands (or millions) into home renovations rarely pays off in full. Rich in juicy stories and expert advice, Joe unveils what real Americans are earning, spending, and struggling with in today’s economy. Don’t miss this fascinating behind-the-scenes look at personal finance! Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

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    Episode #35 Beyond the W-2: Navigating Non-Traditional Loans with Karen Lagasse

    0:00 Introduction and Technical Setup 00:09 Introducing Karen Lagasse and Her Experience in the Mortgage Industry 01:56 The Most Challenging Real Estate Market 04:12 The Impact of Unemployment and Layoffs on Borrowers 08:03 The Impact of Layoffs on Borrowers 09:38 Qualifying for a Mortgage and Self Employment 16:05 Non-Traditional Loan Programs on Investment Properties 23:44 Excitement for the Future and Refinancing Opportunities n this episode of Cupalo Conversations, host Lauren Hannon sits down with her mother, Karen Lagasse, a senior loan officer (NMLS#44031) with Northpoint Mortgage, Inc. (NMLS #1515). Together, they delve into the intricacies of non-traditional loan programs, focusing particularly on the challenges faced by self-employed individuals who are rich in assets but may lack the conventional income documentation required for traditional loans. Karen shares her expert insights on the importance of financial planning for aspiring entrepreneurs, emphasizing the need to be prepared to file two years of tax returns as a self-employed individual. She also highlights alternative loan options, such as bank statement programs, which can be a lifeline for those who don’t meet conventional criteria. The conversation also touches on investment properties, where Karen discusses loan programs that consider the debt service coverage ratio (DSCR) and the use of rental income to qualify for loans. She underscores the significance of planning ahead, particularly when transitioning from a W-2 job to self-employment, and how this shift can impact one’s ability to purchase a primary residence. Listeners will gain valuable advice on navigating the mortgage landscape, understanding the impact of rates and market conditions, and the importance of staying informed to seize opportunities, such as refinancing when rates are favorable. This episode is a must-listen for anyone considering an entrepreneurial path or looking to invest in real estate with a non-traditional loan. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

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    Episode #34 Becoming An Independent Contractor with Aaron Loes

    00:00 Introduction and Aaron's Journey into Tech 03:41 Making the Transition: From Full-Time Employee to Independent Contractor 04:45 How to Set Up Your Own Business 06:03 The Importance of Seeking Expert Advice 08:12 Overcoming Concerns About Independent Contracting 13:00 Financial Aspects of Independent Contracting: Earning Potential and Costs 14:47 Simplifying Payroll: Using Services for Contractors 15:45 The Financial Aspects of Contracting 19:58 Maintaining Control of Your Schedule 22:28 Contracting as an Alternative to Management 25:45 Building a Network in the Contracting Community 27:20 The Importance of Research and Preparation 29:06 Factors for Returning to FTE/Salaried Positions In this episode of Cupalo Conversations, host Lauren Hannon sits down with Aaron Loes, a seasoned full-stack software engineer, to delve into the world of independent contracting. Aaron shares his journey into technology and offers a comprehensive guide to setting up a contracting business, covering everything from registering your business to navigating tax obligations. The discussion highlights the unique benefits and challenges of contracting, including the satisfaction of earning money through your own efforts, managing finances like invoicing and payroll, and exploring flexible retirement options. Aaron emphasizes how contracting allows engineers to continue doing what they love without being pushed into management roles, offering more control and flexibility in their careers. Aaron also underscores the importance of building a strong network and seeking advice from others in the contracting community. He encourages those considering the leap into contracting to do their research, prepare thoroughly, and take advantage of the potential for higher earning and personal satisfaction that contracting offers. If interested in taking the leap, tune in here to learn how and to maybe get that little extra encouragement needed to do so. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

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    Episode #33 Discipline: The Bridge Between Dreams and Success with Christian Leva

    00:00 Introduction and Christian's Journey 07:15 The Root of All Success is Discipline 10:29 Leveraging the Initial Rush of Motivation 15:02 Working Harder on Yourself Than You Do on Your Day Job 18:08 The Skill of Setting Goals 26:27 The Meaning of Success 29:15 The Un-glorified Role of Hard Work in Success 32:36 Constant Learning and Accomplishing Complex Objectives 34:34 Cautionary Note for Dreamers and Goal Setters In this compelling episode of Cupalo Conversations, host Lauren Hannon sits down with Christian Leva, a distinguished leader in KPMG's application security and controls practice. Christian offers listeners a deep dive into his remarkable journey in consulting and application security, revealing the discipline and determination that have driven his professional success. But Christian's achievements don’t stop at the office. Outside of his career, he has won three gold medals at the Junior Olympics, earned his pilot's license, and completed his scuba recertification. These personal milestones highlight his relentless pursuit of new goals and his commitment to pushing beyond boundaries, both professionally and personally. Throughout the conversation, Christian emphasizes the crucial role of discipline in achieving success. He shares his meticulous process of goal-setting, continuous learning, and his annual review of goals to ensure he stays on track. Christian underscores the hard work and sacrifices behind every accomplishment, cautioning against the dangers of dreaming without action. At the heart of this discussion is a powerful message: Discipline is the bridge between dreams and success. Christian’s passion for storytelling and his insights into the importance of finishing what you start serve as a compelling reminder that discipline is the foundation of all success. Tune in to discover how Christian Leva raises discipline to the level it deserves and how his approach can inspire you to achieve your own dreams. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

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    Episode #32 Fixer Upper: Saving Businesses & Projects from Total Failure with Jayant Chaudhary

    00:00 Introduction and Jayant's Journey 03:40 The Importance of Literature 06:27 Fixing Troubled Projects: A Systematic Approach 11:03 Estimation Challenges and Building Trust 17:56 Challenges Faced by Startups: Software vs Product Phase 22:22 Prioritizing Customer Feedback for Effective Delivery 25:32 Addressing Low Morale & Fragile Egos in Teams 29:38 A Checklist for Successful Project Execution 33:15 Applying Principles of Process and Delivery to Personal Growth 37:16 Being a Fixer in Organizations & Working Yourself Out of a Job In this episode of Cupalo Conversations, host Lauren Hannon sits down with Jayant Chaudhary, the visionary founder of eProxim, a technology leader renowned for his expertise in rescuing failing businesses and large-scale projects. Jayant shares compelling "war stories" from his career, detailing how he has helped enterprises and startups on the brink of failure. Throughout the conversation, Jayant underscores the value of transparency, honesty, and adherence to best practices as foundational principles for success. He also discusses the unique challenges faced by startups and enterprise organizations, noting that creating a product involves far more complexity than merely developing software. Jayant stresses the importance of taking customer feedback seriously to prioritize and deliver effective solutions. He emphasizes the critical importance of non-functional requirements like security and certification, which are often overlooked by startups struggling to ship their first product. Additionally, Jayant offers insights into boosting employee morale by fostering teamwork and recognizing individual contributions. He provides a practical checklist of key areas to focus on, including following a process, test-driven development, maintaining strong interpersonal relationships, managing the project life cycle, and adhering to a consistent delivery cadence. These principles, he notes, are not only applicable to organizational success but also to personal growth and career advancement. Finally, Jayant reflects on his role as a "fixer" in organizations, describing how it offers a unique variety of challenges and the opportunity to solve diverse problems, ultimately making a significant impact. Tune in to learn Jayant's methodical approach for righting these wayward ships and getting companies/projects back on track! Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

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    Episode #31 Finding Your Working Genius with Marie Schutte

    00:00 Introduction and Background 02:13 Discovering the 6 Working Geniuses 06:35 Discovering Our Frustrations 07:40 Applying the Working Genius Model in Teams 10:39 Aligning Roles with Working Geniuses 15:13 Setting Leaders Up for Success with Working Genius 19:12 Working Genius and Augmenting a Team 21:52 Origin of Our Geniuses and Change 24:25 Applying Working Genius to Personal Life 28:08 The Magic & the Beauty of Working Genius 30:31 Integration of Working Genius in Relationships 34:44 Taking Away the Shame of What We Want In this episode of Cupalo Conversations, host Lauren Hannon delves into the transformative power of the Working Genius model with special guest Marie Schutte. They explore how this model can be a game-changer for teams, leaders, and individuals by identifying the types of tasks that energize and engage people, as well as those that drain them. This crucial insight fosters self-awareness, helping individuals understand their reactions, strengths, and areas for growth in both their professional and personal lives. The Working Genius model consists of six geniuses: wonder, invention, discernment, galvanizing, enablement, and tenacity. Each of these geniuses represents a unique way in which individuals contribute to the creation and completion of tasks. Marie shares her own working geniuses, discernment and galvanizing, and provides a detailed explanation of each genius: Wonder - The ability to ponder possibilities and ask big questions. Invention - The capacity to create new ideas and solutions. Discernment - The knack for evaluating ideas and making sound judgments. Galvanizing - The talent for rallying and motivating others to take action. Enablement - The gift of providing support and assistance to make things happen. Tenacity - The drive to push projects to completion and ensure quality results. Marie discusses how understanding these geniuses can revolutionize team dynamics and effectiveness. She explains how the model can be integrated into team workshops and hiring processes to ensure that individuals are placed in roles that align with their natural strengths. By doing so, teams can enhance productivity, morale, and job satisfaction. A key takeaway from the conversation is the importance of leaders being fully committed to the model. Marie emphasizes that for the Working Genius model to be truly effective, it must be continuously applied and integrated into everyday practices. She suggests incorporating the geniuses into team meetings and job descriptions to ensure alignment and maximize individual strengths. The Working Genius model provides a common language and framework for individuals and teams to understand and appreciate their unique value and contributions. It encourages a culture of recognition and collaboration, where everyone's strengths are leveraged for collective success. This episode is a must-listen for anyone looking to boost their team's performance and create a more engaged and harmonious work environment. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

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    Episode #30 Egoless Leadership: Building Teams with Integrity and Trust with Brian Johnson

    00:00 Introduction and Background 02:04 Building High-Performing Teams 05:26 Investing in Team Building: Building a System 08:36 Vetting a Company's Culture: It's All About the People 12:34 Addressing Underperforming Team Members 19:38 Restoring Team Morale Following a Layoff 23:01 Unifying a Team Around a Vision 25:22 The Power of Self-Improvement in Leadership 33:06 The Importance of Going to Work on Yourself In the 30th episode of Cupalo Conversations, host Lauren Hannon sits down with Brian Johnson, an IT leader with decades of experience, to explore an unconventional approach to building high-performing teams—slowly and deliberately. Oh, and without an ego. Brian shares invaluable insights on team building and leadership, emphasizing the critical importance of getting to know team members and fostering trust. Throughout the discussion, Brian reveals that building a high-performing team requires more than just focusing on immediate tasks. It's about understanding individual roles, maintaining clear communication, and genuinely appreciating each team member's contributions. He highlights how leaders often overlook team dynamics in favor of urgent projects, leading to suboptimal performance. Brian advocates for creating dedicated time and space to work on team dynamics and problem-solving, even within challenging corporate cultures. He also addresses the difficulties of team building in a poor culture and underscores the significance of finding a company with a supportive and positive environment. Moreover, Brian shares his thoughtful process for evaluating a company's systems and culture when considering new opportunities, offering listeners practical advice on navigating their career paths. Tune in to gain valuable perspectives on leadership and team development from an expert who believes in the power of patience and understanding in creating high-performing teams. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  18. 29

    Episode #29 On Staying In Love With Your Craft with Sean Wesenberg

    00:00 Introduction and Background 03:02 Software Engineer to People Leader 06:29 Balancing Act: Title, Status, Comp, and Passion 09:41 The Struggle to Stay in Love with Your Craft 13:53 The Pressure to Keep Learning & Expanding Your Skillset as an Engineer 17:09 Advice to Younger Self, Entry Level Engineer 19:01 The Role of Passion in Software Engineering 20:58 Addressing the Realty of Corporate America 24:37 The Next Generation of Engineers 29:06 Supporting Software Engineers' Development 31:35 Looking Ahead: The Next 20 Years 35:24 What About Working Less? Join host Lauren Hannon in the 29th Cupalo Conversations episode as she chats with Sean Wesenberg, a software engineering veteran with over 20 years of experience. We dive into the raw and real aspects of tenured career and discuss finding ways to stay passionate about your craft after decades in the industry. In this candid conversation, Sean opens up about his journey, sharing personal stories and hard-earned lessons on how to avoid boredom and keep the excitement alive in your career. He discusses the delicate balance between real life and career aspirations, offering practical advice on how to achieve both without sacrificing one for the other. Sean also talks about how his goals have evolved over time and how he's managed to adapt while staying true to his passion. One of the key themes Sean emphasizes is the importance of continuous learning. Early in your career, staying on the bleeding edge of technology can be crucial for growth and advancement. However, he also advocates for the importance of self-care. Sean shares his perspective on not overworking yourself, taking breaks, and the value of stepping away from work to recharge. This episode is a treasure trove of wisdom for all working professionals, but especially for software engineers. Whether you're just starting out or are a seasoned professional, Sean's insights will resonate with you. He reminds us that while dedication to your craft is important, so is taking care of yourself to sustain a long and fulfilling career. Tune in to this episode of Cupalo Conversations to hear Sean Wesenberg's heartfelt advice on how to stay in love with your craft while maintaining a healthy work-life balance in this work-obsessed culture. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  19. 28

    Episode #28 On Cultivating the Next Generation of Leaders with Deb Kaplan

    00:00 Introduction and Deb Kaplan's Journey 04:19 Attributes of a Leader 06:09 How To Build High Performing Teams 08:57 Aligning Core Values 11:49 Setting Direction, Vision, and Alignment 13:49 The Next Generation of Leaders 15:20 Disenchantment in Corporate America 21:47 Personal Responsibility in Leadership Development 23:36 Navigating Poor or Ineffective Leaders 27:07 The Role of Interpersonal Skills in Coaching Up 30:15 The Importance of Introspection in Personal Growth 33:38 Advice for Future Leaders: Curiosity is a Superpower In this enlightening episode of Cupalo Conversations, host Lauren Hannon sits down with Deb Kaplan, a seasoned organization performance consultant, coach, and Dale Carnegie trainer. Deb shares her inspiring journey and delves into the essential attributes that define a successful leader. She underscores the significance of core values, the art of building high-performing teams, and the imperative of nurturing the next generation of leaders. Throughout the conversation, Deb addresses some of the most pressing challenges faced by today's workforce, including the dynamics of remote work, the impact of layoffs, and the growing disenchantment among the younger generation. She emphasizes the necessity for leaders to adapt and foster a supportive environment. Simultaneously, she highlights the individual's responsibility to develop their own leadership skills, both within and outside the traditional workplace. The episode explores the critical role of self-accountability and self-assessment in personal growth. Deb and Lauren discuss how organizations can play a pivotal role in supporting and enabling individuals on their career journeys. They also touch on the intriguing concept of "leaders wanting to be led" and how individual contributors can effectively coach upwards to their leaders. Tune in to gain valuable insights from Deb Kaplan on how to cultivate leadership skills, foster a culture of high performance, and navigate the complex landscape of modern work environments. Whether you're a seasoned leader or an aspiring one, this episode is packed with practical advice and thought-provoking perspectives. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  20. 27

    Episode #27 Workers' Comp 101: Do's/Don'ts for Employers, Employees, & I.C.s with Jeremy Lagasse

    00:35 Jeremy's Journey to Becoming an Attorney 04:08 Evaluating the Strength of a Claim Against an Employer 07:56 Mistakes Employers Make in Workers' Compensation 12:46 Preserving Employee-Employer Relations Following a Claim 17:01 Help! I am an Employee and I've Been Injured at Work. What do I do? 29:15 Understanding the Classification of Independent Contractors & Work Comp Coverage 34:55 Additional Insurance Coverage: Personal Injury, Un-insured, Under-Insured In this episode of Cupalo Conversations, host Lauren Hannon sits down with her big brother, Jeremy Lagasse an attorney and Partner at Aaron Ferguson Law. Jeremy specializes in Personal Injury and Workers' Compensation, making him a seasoned expert in the field. Their discussion provides invaluable insights for both employers and employees regarding the complexities of workers' compensation claims. Jeremy provides sage advice to employers, emphasizing the importance of employers being well-informed about workers' compensation laws and procedures and allowing insurance companies to do their due diligence. He also outlines critical mistakes to avoid, such as undermining an employee's claim or terminating an employee around the time of their claim without seeking proper legal counsel in advance. When it comes to employees, clear communication is absolutely critical and time sensitive. Jeremy stresses the need for employees to communicate (in writing) and promptly about their injuries to their employers. He underscores the importance of seeking appropriate medical care immediately after a workplace injury. Delays in treatment can exacerbate injuries and complicate claims. As a last major topic of discussion, Jeremy highlights the often-overlooked need for independent contractors to have adequate workers' compensation coverage, especially when their work involves travel. Without proper coverage, contractors can face significant financial and legal risks. Tune in to this informative episode of Cupalo Conversations to learn more about the intricacies of workers' compensation from an expert in the field, and gain practical tips to safeguard your rights and responsibilities in the workplace. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  21. 26

    Episode #26 The Human-AI Duo: Job Searching Reimagined with Pranay Joshi of Skip Round

    00:00 Introduction and Inception of Skip Round 02:33 The Broken Job Search Process 05:03 Resume Limitations & Resume Etiquette 07:58 AI Coach for Interview Preparation 11:07 Human Psychology and the Job Search Process 13:32 The NAIL Framework for Successful Job Searching 16:30 The Importance of Goal Setting & Continuous Introspection 21:10 Career vs. Job: Serving a Purpose 24:35 Acres of Diamonds & Self Awareness 27:09 Downsides of Using LinkedIn for Job Searching 29:14 Taking Control of Social Media Platforms 30:29 Magic of Contributing to LinkedIn32:52 Challenges of Being a Solopreneuer & the Generosity of Others 35:13 Challenges and Support of Being a Solo Founder 35:56 The Importance of Human Connection In this insightful episode of Cupalo Conversations, host Lauren Hannon sits down with Pranay Joshi, the visionary founder of Skip Round. The episode delves into the innovative solutions Skip Round offers to job seekers, aiming to revolutionize the job application and interview preparation process. From crafting custom resumes and cover letters to providing an AI-powered coach for interview preparation, Skip Round equips users with the essential tools to succeed. Pranay discusses the flaws in the current job search process and how Skip Round aims to address these issues. He emphasizes the need for adaptability and storytelling in interviews and points out the limitations of traditional resumes. Pranay introduces the Nail Framework, which focuses on Networking, Introspection, Learning, and Applying. This holistic approach to job searching encourages job seekers to build connections, understand themselves better, continuously learn, and apply their knowledge effectively. The conversation delves into the psychological aspects of job searching, emphasizing the importance of goal setting and introspection. Pranay shares how Skip Round incorporates AI to provide interview practice and prompts for introspection, helping users prepare mentally and emotionally for their job search. The episode concludes with a discussion on the power of human connection. Pranay talks about his mission to make the world feel smaller and sweeter by helping people find jobs they love and connecting them with opportunities that resonate with their purpose. Pranay shares his inspiring vision of a utopian world where everyone loves their job. He believes that when people are passionate about their work, they are more productive and fulfilled. Skip Round, according to Pranay, is the first tangible step towards achieving this vision by empowering job seekers to find roles they are genuinely excited about. This episode is a must-listen for anyone in the job market or those interested in the future of job search technologies. Pranay Joshi's passion for helping people find their ideal careers shines through, making this an engaging and motivational conversation. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  22. 25

    Episode #25 In Sickness & In Health: Financial Preparedness & Emotional Resilience with Ullas Perez

    00:00 Journey from Engineering to Motivational Speaking 05:40 Navigating Health Challenges and Financial Preparedness 11:30 Stigma & Shame Around Having a Disability 14:26 The Power of Your Subconscious Mind 22:13 Making Money & Building Wealth Are Different Skill Sets 23:31 Making Peace with Negative Thoughts 26:15 Ullas's Definition of Wealth: Happiness, Health, and Money 28:31 To All Women Listeners: Be Better Stewards of Your Money In this enlightening and very candid episode of the Cupalo Conversation podcast, host Lauren Hannon sits down with Ullas Perez, a seasoned technology leader with a remarkable career journey. From leading engineering teams and boasting an impactful seven-year tenure at The Boeing Company, the discussion takes a poignant turn as Ullas opens up about the unexpected health crisis that derailed her career. After coming into contact with black mold, Ullas suffered from chronic health issues that ultimately forced her to leave the workforce. Despite this challenging setback, Ullas and her husband were financially prepared, thanks to her disability insurance coverage, which helped them navigate the financial turmoil. Throughout the episode, Ullas emphasizes the importance of financial and emotional preparedness in facing life's harsh realities, such as job loss, income loss, sickness, and death. She passionately discusses her mission to help others create a life of abundance and purpose through motivational speaking and financial education. By sharing her personal experiences and insights, Ullas aims to empower listeners to proactively plan for uncertainties and build resilience in the face of adversity. Tune in to this episode for a heartfelt conversation that blends personal storytelling with practical advice on navigating the unpredictable challenges of life. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  23. 24

    Episode #24 Cross-Cultural Synergies in Tech & Nearshore Staff Augmentation with Mateo Bervejillo

    00:00 Mateo's Journey from Law to Outsourcing 09:14 The Main Pain Points for Leaders in Technology 11:57 Advantages of a Near Shore Staffing Model 13:45 Thriving Tech Scene in Latin America 18:24 Correlation Between US Economy & Latin American Talent 23:02 Compensation Discrepancy Between Onshore & Offshore Talent 25:35 Behind the Scenes: Staff Augmentation Sales Role 33:03 Professionalism & Innovation at Xseed In this engaging episode of Cupalo Conversations, Lauren Hannon talks shop with Mateo Bervejillo, the CEO of Xseed Solutions, to explore the burgeoning field of nearshore staff augmentation and its impact on the tech industry. Xseed Solutions is known for providing top-tier Latin American talent, and Mateo shares his insights on why this region has become a hotspot for tech talent. Mateo explains the advantages of nearshore staff augmentation, particularly for U.S. companies looking to scale efficiently. He highlights how this model offers not only cost benefits but also significant reductions in time zone and cultural barriers. Mateo emphasizes how shared values and business practices foster better collaboration and integration between teams from these regions. The conversation delves into the rapid growth of the tech industry in Latin America. Mateo discusses how countries like Mexico, Brazil, and Argentina have become key players in the global tech market, with a robust pipeline of skilled professionals. Throughout the episode, Mateo Bervejillo provides valuable insights into the strategic advantages of leveraging Latin American talent for tech projects. He underscores the importance of geographic proximity, cultural closeness, and the interconnectedness of the economies in fostering a successful collaboration between the U.S. and Latin America. This episode is a must-listen for anyone interested in understanding the dynamics of nearshore staff augmentation and the significant role that Latin American talent plays in the global tech ecosystem. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  24. 23

    Episode #23 Demystifying the Path to Big Tech: Insights From a 3x FAANG Engineer with Andy Wong

    00:00 Journey into Software Engineering 05:18 Coding Bootcamps Hot Take 10:04 FAANG Interview Process 14:30 Smaller Orgs Idolatry of FANNG Companies Dispelled 18:05 Are FAANG Engineers Really That Much Better? 25:57 The Role of Luck in A Successful Career 30:11 Andy's Advice For Those Seeking an Influencer's Advice In this episode of Cupalo Conversations, host Lauren Hannon pulls back the curtain a little on the world of big tech with three-time FAANG engineer, Andy Wong. Despite his impressive software engineering career at Google, Amazon, and Meta/Facebook, what sets Andy apart is his unconventional background. As an English and Psychology major who transitioned into tech through a coding bootcamp, Andy offers a refreshing perspective on achieving success in the industry without a traditional Computer Science degree. Andy humbly attributes much of his journey to luck and being in the right place at the right time, debunking the myth of overnight success. He shares invaluable insights on how to prepare for FAANG interviews, emphasizing the importance of leveraging online resources and staying persistent. One of the most surprising revelations from Andy is the mutual admiration between startups and big tech organizations. While startups often idolize big tech, Andy reveals that the reverse is also true, shedding light on the symbiotic relationship between these entities. Throughout the conversation, Andy demystifies the aura surrounding big tech, offering a refreshingly human perspective on what it's like to work in these renowned organizations. His circuitous journey from liberal arts to tech is not only inspiring but also a testament to the diverse paths one can take to achieve success in the industry. Tune in to Cupalo Conversations for an insightful and approachable exploration of the FAANG world with Andy Wong. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  25. 22

    Episode #22 In Defense of Culture: Preserving Authenticity in an Algorithmic Era with Ben Wise

    00:00 Introduction to Ghostwriting as a Career 07:03 In Ghostwriting Who Is the Author? 09:53 Adopting Another's Voice and SME 16:00 A LinkedIn Ghostwriter's Critique of LinkedIn 18:03 The Opaque and Ever-Changing Algorithm of LinkedIn 19:45 LinkedIn as a Tool, Not the End Goal 24:25 The Line Between Vulnerability & Oversharing on Social Media 30:38 Luck, an Essential Ingredient to Success in Business 32:57 Successful Marketing for Founders In this episode of Cupalo Conversations, Lauren Hannon interviews Ben Wise the founder of Storyd a US-based ghostwriting studio that helps 7+ figure founders turn their expertise and stories into compelling LinkedIn content in as little as two hours a month. Ben shocks audiences with the admission that, despite being a highly successful LinkedIn ghostwriter, he wouldn't be on LinkedIn (or any social media) if he didn't have to. Social media platforms such as LinkedIn incentivize users to conform to algorithmically favorable personas, prioritizing superficial posts and contributions at the expense of true self-expression, high quality content, and meaningful interactions. Ben also calls attention to the platform's opaque and ever-changing algorithms as a source of frustration and disillusionment. Ben shares insights from his own journey navigating these platforms, from his initial foray into content creation on Quora and Upwork to founding his own ghostwriting business, Storyd. Throughout the episode, Ben emphasizes the importance of building trust with one's audience and staying true to oneself, even in the face of digital media pressures. He advocates for a marketing approach grounded in authenticity and customer satisfaction, rather than chasing fleeting success. Listeners will come away with a deeper understanding of the challenges posed by algorithm-driven platforms like LinkedIn and a renewed appreciation for the power of authentic storytelling in building meaningful connections both online and offline. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  26. 21

    Episode #21 The Art of the Job Search: How to Achieve a Career Nirvana with Katie McIntyre

    00:00 Katie's Journey: Holding Down 8 Jobs and Making $1 Million a Year 04:08 The Importance of Introspection in the Job Search Process 05:53 No Such Thing as a "Dream Job" 10:09 The Key to Effective Resumes & the Importance of Networking / Outreach 17:34 Interview Practice & Dealing with Interview Rejection 26:59 How to Approach the Salary Negotiation Process 33:27 2024 Tech Job Market Conditions & the Power of Human Connections In this 21st episode of Cupalo Conversations, Lauren Hannon sits down with High Performance Coach Katie McIntyre from CareerSprout, who has helped countless individuals secure coveted $200k to $500k+ job offers at companies they admire and doing work they genuinely enjoy. The conversation delves deep into the multifaceted job search process, offering invaluable advice on crafting resumes that stand out, moving beyond the limitations of Easy Apply, eliciting responses through targeted outreach, honing interviewing as a new skill, and navigating complex salary negotiations. Katie challenges the conventional approach to job seeking, urging listeners to prioritize envisioning the life they desire over fixating solely on job titles or what someone else is doing. Listeners gain insights into positioning themselves effectively for networking meetings and interviews, emphasizing the importance of authenticity over perfection. Katie highlights the significant distinction between excelling at one's job and mastering the art of interviewing, stressing the need for practice and continuous refinement. Moreover, Katie shares invaluable strategies for interview preparation and communication, advocating for a consultative and approachable demeanor rather than a know-it-all attitude. She underscores the significance of expressing gratitude when receiving offers, asserting that a well-executed job search strategy should render negotiation unnecessary. Throughout the episode, Katie offers practical tips on honing interview skills, reframing job search approaches, and achieving what she terms "job nirvana" – the ideal alignment of professional fulfillment and personal satisfaction. Tune in to uncover the secrets to navigating the competitive landscape of high-paying dream jobs with confidence and authenticity. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  27. 20

    Episode #20 Making Fire with Your Hands: Sales as a Life Skill with Mickeli Bedore

    04:24 Sales as a Life Skill 10:41 Prospecting: Know Your Customer 15:35 Hierarchy of Purpose in Sales 18:52 Rapid Revenue Growth Consulting 29:24 Making Fire with Your Hands 33:35 To Entrepreneur Or To Not Entrepreneur. That is the Question. In this episode of Cupalo Conversations Mickeli Bedore a former top sales performer for IBM, Oracle, & Verizon and 5x start up founder shares his journey into sales and emphasizes the importance of sales as a life skill. Mickeli emphasizes the importance of cultivating great communication skills and constantly practicing sales, just like any other sport or discipline. It's not something you're just born with and can set it and forget it. He discusses the misconceptions and stigma surrounding sales and explains the mindset and approach to successful prospecting. He also highlights the significance of prioritizing your own needs and the needs of the customer over the product or service being sold. The conversation explores the concept of making fire with your hands, which means being able to support yourself without depending on someone else. As a serial entrepreneur, Mickeli advises listeners to follow their calling which may be a 9to5 job, investing, or business ownership. Tune in to learn more about the art and science of selling as well as what it means to make fire with your hands. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  28. 19

    Episode #19 Your Online Impact: A Guide to Social Media Success with Diana Bagas

    01:05 Launching "Launch" a Social Media Business 03:07 The Challenges of Social Media for Business Owners 06:23 How to Grow an Audience on Social Media & Leverage Paid Advertising 12:02 Choosing the Right Social Media Platforms for Your Business 16:42 Leveraging Personal and Company Pages on LinkedIn 18:20 The Importance of Consistency in Social Media 23:22 Cultivating a Brand Voice 25:55 Misconceptions About Social Media 27:36 Looking Ahead and Exciting Opportunities In this episode of Cupalo Conversations social media guru Diana Bagas, the innovative mind behind Launch Social Media, emphasizes the transformative potential of social media for individuals and businesses alike. Focused on harnessing the power of social media for business growth, personal branding, career advancement, and network expansion. Diana shares invaluable insights tailored for both business owners and professionals eager to make their mark in the digital sphere. She encourages businesses to leverage the highly impactful (and low cost) paid advertisements on platforms like LinkedIn, Facebook, and Instagram. She highlights the importance of leveraging LinkedIn to level up in your career, get that promotion or that new job, by sharing meaningful content and becoming known as a valuable contributor in the marketplace. While hiring a social media expert is an option (just give Launch Social Media a holla), Diana encourages listeners to seize control of their online presence and master the art of making a significant impact in the digital landscape. Tune in to discover how to take the reins of your social media journey and make waves in your industry. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  29. 18

    Episode #18 Beyond the Gridiron:Life After the NFL with Brandon Archer

    00:00 Brandon's Introduction to Football 05:03 Brandon's Career Highlights 09:33 Transitioning Out of Football into the "Real World" 12:47 Challenges Faced by Professional Athletes After the Game Ends 17:29 Transferring of Skills: From Sports Arena to Business World 24:38 Passion Projects: The Importance of Having a Hobby 28:13 Common Misconceptions About Professional Athletes 35:09 Goals for the Future: Sales and Marketing, YouTube, and Business Acquisition In episode 18 of Cupalo Conversations, host Lauren Hannon sits down with her dear friend Brandon Archer, who brings a unique perspective as a former professional football player turned sales expert. Brandon's journey took him from the gridiron with the Indianapolis Colts, Denver Broncos, and the Rhinos Milano in Italy, to a successful career in IT Solutions sales, and now as the Director of Sales and Marketing at Kasota Stone. The conversation delves into the challenges that often accompany the transition from professional sports to the corporate world. Brandon shares insights into the physical toll of the game, financial adjustments, and the identity shift that occurs when no longer being defined solely as a football player. Despite these hurdles, Brandon's resilience shines through as he emphasizes the importance of adaptability, competitiveness, and courage in both athletics and business. Beyond his professional endeavors, Brandon reveals his passion for remote control airplanes, highlighting the significance of having a fulfilling hobby outside of work. He also addresses common misconceptions about professional athletes, shedding light on the realities of their physical and mental health struggles. Looking ahead, Brandon discusses his aspirations for the future, which include excelling in his current role and venturing into the world of content creation with a YouTube channel focused on remote control hobbies. Overall, episode 18 offers a captivating glimpse into the multifaceted journey of Brandon Archer, showcasing his unwavering determination and passion for both sports and business. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  30. 17

    Episode #17 Managerial Maze: Why Managers Need Guidance Now More Than Ever with Alison Gretz

    03:24 Transitioning from Craftsman to Manager 06:23 Investing in Better Frameworks and Tools for Leadership 08:42 Choosing the Right Path: Manager or Individual Contributor 12:28 Supporting Individuals Who Choose Not to Pursue Management 18:14 New Manager Challenges 20:45 Cultivating Self-Confidence 24:52 Leaders Want To Be Led 27:05 How Leaders Create A Psychologically Safe Workplace 31:00 2024 Goals and Aspirations In this episode of Cupalo Conversations, we delve into the intricacies of leadership transitions with guest, Alison Gretz. Alison brings a wealth of experience from her diverse career spanning leadership roles in User Experience, creative, content design, and product design teams at both start-ups and Fortune 100 companies. Alison discusses the common challenges individuals face when transitioning into management roles for the first time and the ones they face as they continue climbing the ladder. She emphasizes the lack of adequate support and preparation often provided to new managers, leading to feelings of isolation and imposter syndrome. Furthermore, Alison addresses the pressure placed on craftsmen such as in design and software engineering roles to ascend into people leadership positions, despite their preference for remaining hands-on with their craft. Drawing from her extensive background, Alison shares insights into alternative career paths for those who are not inclined towards traditional people management roles. She advocates for recognizing and valuing individual strengths, emphasizing the importance of allowing professionals to excel in their areas of expertise without imposing rigid career trajectories. Alison also discusses her perspective on what makes a great leader, highlighting the importance of creating psychologically safe environments where individuals feel free to express their opinions openly. Feedback given and received as the bedrock of a great working dynamic. Throughout the episode, Alison emphasizes the significance of mentorship, continuous learning, and self-awareness in navigating leadership transitions successfully. She encourages organizations to foster supportive environments that empower individuals to thrive in roles aligned with their passions and strengths. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  31. 16

    Episode #16 Beyond the Rolodex: Authentic Networking & Human Connection with Ryan McKesson

    00:00 What is "Networking" 02:53 The Benefits of Networking 04:46 Embracing Imposter Syndrome & Networking Nerves 07:54 Leveraging LinkedIn to Build and Foster Relationships 15:32 Closing the Loop 18:29 How to Approach Follow Ups 24:45 Networking Flops In this episode of Cupalo Conversations, Ryan McKesson with 15+ years of sales experience quells the stigma around networking and celebrates the importance of authentic connections. Not just for professional but for personal growth. Introducing the concept of NATO networking (not attached to outcome), Ryan shares his thoughtful approach to reaching out to people with confidence in his value proposition and with authenticity and genuine curiosity. He emphasizes the value of meeting people where they're at, listening to their stories, and sharing something relevant such a good book recommendation. Being in sales, Ryan also shares an all-too-often underutilized practice of "closing the loop" with referral partners as well as the importance of personalization and follow-ups. He often leverages LinkedIn and shares his thoughts on how to do cold outreach. Overall, the conversation highlights the value of networking as a means of learning, growing, and connecting with others. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  32. 15

    Episode #15 Risky Business: Uncertain Impact of AI on White-Collar Jobs with Jason Grey

    00:00 The AI Buzz, Why Now? 03:18 Advancements in AI: From Data Availability to Training Larger Models 04:27 AI's Impact on Software Engineering Jobs 09:10 Deterring Computer Science Degrees 12:36 AI's Acceleration Metric 15:18 Reducing Headcount, Shrinking Engineering Teams 19:39 AI Impact On White Collar Professions 25:51 Distrust in Companies & Self-Governance in AI Usage 28:36 The Pace of Progress 31:26 Opportunities to Leverage AI Tools for Skill Enhancement and Income Generation Jason Grey, a fervent early adopter of AI and machine learning, knows firsthand the power and mystique surrounding this transformative technology. In this unsettling episode of Cupalo Conversations, Jason confronts the stark reality: AI's impending impact on the job market. Foreshadowing a future where white-collar professions, like software engineering and law, will face a staggering reduction in available jobs. A double-edged sword, while AI it enhances efficiency, it also threatens traditional roles. With companies primarily focused on profitability, individuals must cautiously navigate AI's societal implications, self-regulating its usage while preparing for possible disruptions. His advice to aspiring computer scientists: don't pursue a degree in Computer Science unless you're ready to specialize in ML and math. However, amidst the looming uncertainty, Jason also highlights the potential positives AI brings. Recent advancements, fueled by abundant data and larger models, have propelled AI into unforeseen territories. Tools like ChatGPT exemplify this progress, enabling fluid human-computer interactions. Multimodal models, trained across various data types, promise better understanding and translation capabilities. AI tools offer avenues for skill enhancement and income generation. Jason encourages individuals to embrace continuous learning and adaptability. Tune in to gain invaluable insights into the evolving landscape of AI, its implications on the job market, and strategies for navigating its impact on society and individual careers. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  33. 14

    Episode #14 Unfiltered: A Tech Entrepreneur’s Layoff Survival Guide with Tim Bornholdt

    00:00 Introduction 01:20 Tim's TEDx Talk 06:33 The Layoff Journey 08:33 Anticipating Layoffs and Preparation 13:19 Losing Confidence After a Layoff 16:11 The Importance of Networking/Human Connection 19:53 The Impact of AI and Large Language Models 23:04 Using AI in the job search 26:02 Applicability of AI in job search 27:33 Navigating self-identity and job search 32:27 The Reality of Being an Entrepreneur & Finding Purpose 41:06 Saying yes to experiences In this episode of Cupalo Conversations, Tim Bornholdt a passionate technologist and seasoned entrepreneur shares raw insights into being laid off and the subsequent job search. Tim's illustrious career includes giving a TEDx talk on AI, founding numerous organizations and crafting apps used by millions including the Great Clips and Little Free Library app. However, despite his impressive track record, he was not immune to the harsh realities of corporate downsizing, finding himself unexpectedly thrust into the chaos of unemployment earlier this year. Tim opens up about the profound impact a layoff has on one's sense of self-worth and confidence as well as the pervasive imposter syndrome. Through his candid narrative, Tim unveils the stark truth of the layoff experience, exposing the raw emotions and psychological toll that accompany such upheaval. Amidst the darkness, Tim emerges as a beacon of resilience and hope, offering invaluable insights and strategies for navigating the waters of job hunting in the tech industry. He emphasizes the critical importance of human connections in finding both solace and a renewed sense of purpose, urging listeners to seek out meaningful interactions. Furthermore, Tim advocates for the strategic utilization of AI tools to streamline the job search process, sharing practical tips on leveraging technology to enhance efficiency and effectiveness including building and leveraging your own GPT. This episode provides a poignant exploration of the trials and tribulations faced by those grappling with unemployment in the digital age. Join us as we uncover the unvarnished truth of Tim Bornholdt's journey, and discover the resilience and fortitude required to weather the storm and emerge stronger on the other side. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  34. 13

    Episode #13 What's Old Is New Again & the Software Engineering Journey with Dan Chamberlain

    00:00 Getting into Technology 03:57 Software Engineering & the Corporate Structure 06:12 Defining Career "Progression" for a Software Engineer 08:39 Staying in Love with the Craft of Software Engineering 12:22 Engineering Leaders Keeping Their Hands Dirty 16:44 Next Generation of Engineers & Overcoming Doom/Gloom 23:10 Finding Joy in Your Job 23:39 Know Your Why 27:29 Advice to a Younger Self 31:39 Personal and Professional Goals for 2024 In this episode of Cupalo Conversations engineering leader Dan Chamberlain shares his belief that, when it comes to technology, "what's old is new again." From his early days nerding out on AOL to leading engineering teams at Fortune 500 companies, Dan brings us along his software engineering journey A parallel may be drawn between engineers' love for patterns and the very essence of technology itself. Dan reveals that, while the list of technologies grows, the fundamentals are the same. Much like the world around us, tech follows intricate patterns. And despite the ever-evolving landscape, there is comfort in recognizing these patterns. Instead of being afraid of what's to come, Dan empowers engineers (and our non-techie listeners) to anticipate trends, adapt swiftly, and embrace the cyclical nature of innovation and the limitless possibilities it presents. Reminding us that "what's old is new again" and everything is going to be all right. Connect with Lauren HannonSign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  35. 12

    Episode #12 Career Crossroads: Practical Tips for Navigating Job Transitions with Andrew Altenbach

    00:00 Financial Preparedness for Job Transitions 08:17 Managing Retirement Accounts 19:03 Importance of Documentation and Organization 20:30 Best Practices for Document Storage 24:30 Other Pragmatic Benefits Coverage to Consider 26:11 Individual Disability Insurance Coverage 28:24 The Value of Working with an Advisor 33:24 The Importance of Education and Listening in Advisor-Client Relationships 34:11 Remember to Ask Yourself: What Do I Want? In episode 12 of the Cupalo Conversations podcast, financial advisor Andrew Altenbach of the Bulfinch Group offers a consoling hand to those navigating turbulent seas of career transitions. Whether it's the thrilling leap from being a full-time employee to an entrepreneur, or the unexpected plunge into the realm of unemployment, Andrew provides listeners with an array of options for navigating these new waters. We discuss the pragmatic housekeeping stuff such as what to do with your group benefits including retirement accounts, health insurance, disability, and life insurance. Andrew urges individuals to seek guidance as well as to exercise good document storage practices throughout their careers to make transitions like these easier. For anyone navigating the uncharted territories of unemployment or entrepreneurship, you'll emerge from this journey not just unscathed, but empowered to conquer whatever career challenges lie ahead. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io/

  36. 11

    Episode #11 Flipping the Script: Making FAILURE Your Greatest Asset with Jonathan Leftwich

    02:02 Transitioning from Individual Contributor to Leader 03:14 The Importance of Mentorship 04:44 Understanding Failure and Success 05:58 Risk & Nimbleness: Large Enterprises vs Startups 07:54 Fear of Failure and Ostracization 08:41 The Importance of Trust and Teamwork 09:09 The Value of Networking and Building Relationships 10:06 Jonathan's Experience with Improv 12:16 Embracing Vulnerability and Trying New Things 13:15 Fear of Peer Judgment 14:57 Taboo Topics in Engineering 16:16 Creating a Fail-Safe Environment 18:29 Building Trust and Treating People Well 19:36 Book Recommendations for Leadership 20:33 Navigating Performance Improvement Plans 24:49 Navigating a Layoff In the latest episode of Cupalo Conversations, host Lauren Hannon with engineering leader Jonathan Leftwich embrace the hairy/scary topic of failure and its indispensable role in achieving success. Drawing from his diverse experiences in professional powerlifting, stand-up comedy, and transitioning into engineering leadership roles, Jonathan emphasizes the pivotal lesson: one must be willing to fail in order to ultimately succeed. You're human. You're going to make mistakes. Put the ego aside and learn from the mistake. Learn from those around you. And move on to bigger and better things. This is important both within the context of work and without. Jonathan advocates for a mindset that welcomes vulnerability and is unafraid of looking foolish in pursuit of progress. This is often achieved by trusting in one's tribe. Jonathan emphasizes the significance of surrounding oneself with a supportive community that encourages resilience and offers assistance during setbacks. This episode of Cupalo Conversations serves as an inspiring reminder of the transformative power of failure. By reframing failure as an essential stepping stone towards success, listeners are encouraged to adopt a mindset of resilience, accountability, and unwavering trust in their journey towards personal and professional fulfillment. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: https://www.linkedin.com/in/hannonlauren/ Check out Cupalo's website: https://cupalo.io/

  37. 10

    Episode #10 Time to Call Your Lawyer: Navigating Attorney Engagement & Negotiations with Cody Blades

    01:22 Attorneys for Everyone 02:01 Contingency Based Arrangement 04:10 Retainer Fee Structure 06:01 Different Fee Arrangements 07:42 How to Find the Right Attorney 11:23 Negotiating with Your Attorney 14:18 Understanding Employment Contracts 15:42 Negotiating Your Employment Contract 19:46 Negotiating After Leaving Employment 20:42 Getting Help with Legal Matters 25:04 Setting Up a Business or Side Hustle 26:46 Protecting Personal Assets and Avoiding Co-mingling of Funds 28:46 The Importance of Operating Agreements 33:43 Fractional General Counsel and Assistant General Counsel 38:19 Building a Personal Brand and Business Development In this episode of Cupalo Conversations, attorney Cody Blades delves into numerous unspoken aspects of working with attorneys and crucial yet frequently overlooked elements of legal counsel. Demystifying hourly rates, contingency fees, retainer agreements, flat fees as well as various engagement models, Cody empowers listeners to feel confident negotiating with their legal counsel. Cody shares practical tips and strategies for effectively communicating with legal representatives, advocating for one's interests, and achieving mutually beneficial outcomes. Delving into common pitfalls both employees and business owners make, from overlooking critical clauses in contracts to neglecting the importance of shareholder agreements, Cody offers actionable advice for employees AND entrepreneurs looking to navigate the legal landscape with confidence. Whether you're an employee negotiating a contract or a business owner navigating a lawsuit, this episode equips you with the knowledge and tools to navigate the attorney-client relationships with confidence and clarity. 🏛 Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: https://www.linkedin.com/in/hannonlauren/ Check out Cupalo's website: https://cupalo.io/

  38. 9

    Episode #9 In the Mind of the Beholder: Brand, Beyond the Logo with Leigh Nunn

    00:48 What is a brand? 04:25 The challenge of defining brand 05:52 Understanding customers 06:33 Intersection of brand and values 09:28 Researching target audience 10:58 Building the Cupalo brand 14:25 Shift towards personal branding 17:11 Building a Personal Brand 18:11 Infusing personality into a brand 22:38 Differentiating personal brand from marketing 24:04 Navigating the pressure of self-promotion 24:45 Authenticity and Self-Promotion 27:29 Trial and Error in Content Creation 29:42 Being the Guide vs. the Hero In this episode of Cupalo Conversations, Leigh Nunn, founder of Brandish, a brand and marketing services company, delves into the intricate concept of branding, exploring both corporate and personal branding dynamics. Leigh emphasizes that a brand extends beyond mere visual identifiers like logos or color schemes. Instead, it encapsulates the nuanced feelings and perceptions that customers associate with a business or individual. While businesses can influence these perceptions, the ultimate construction of a brand occurs within the minds of the audience. Grounded in the principle that "nobody cares about what you do. They care about what you can do for them," Leigh introduces the hero plot structure to illustrate this concept. Using the archetype of Luke Skywalker and Obi-Wan Kenobi from Star Wars, he elucidates how customers should be positioned as the heroes in their own narratives, with the brand assuming the role of the guiding mentor. In the context of branding and marketing, Leigh underscores the importance of aligning the brand's offerings with the customer's needs and desires. By adopting the role of the guide, businesses can effectively assist customers in navigating their journey, overcoming obstacles, and achieving their desired outcomes. Overall, this episode offers profound insights into branding strategies, authentic storytelling techniques, and the pivotal role of customer-centric approaches in building enduring and successful brands. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: https://www.linkedin.com/in/hannonlauren/ Check out Cupalo's website: https://cupalo.io/

  39. 8

    Episode #8 Culture Unveiled: Decoding Taboo Topics in Corporate America

    00:00 New Chapter 00:40 What is Culture? 02:21 The Evolution of Culture in Corporate America 06:58 Different Experiences of Company Culture 09:05 Respecting Different Skill Sets 11:29 The Role of Core Values in Culture 13:36 Balancing Culture and Compensation 18:20 Compensation Discrepancies 21:58 Belonging and the Challenges of Hybrid Work Models 22:40 Hybrid Work Models and Culture 28:06 Focus for 2024: Service and Culture 31:29 Layoffs Are Not The Answer 34:20 The Importance of How Leaders Show Up 35:06 Conclusion and Gratitude In this eye-opening episode of Cupalo Conversations, Patrick Bergstrom the CTO & Co-Founder of CultureKey brings the misunderstood yet crucial topic of culture into the foreground and exposes some of the critical flaws observed in Corporate America. Patrick highlights the detrimental consequences of neglecting or failing to uphold a strong organizational culture. How short-sighted cost-cutting measures, such as layoffs and inequitable compensation, undermine long-term vision and harm innovation, productivity, and ultimately profitability. Throughout the conversation, Patrick advocates for a culture-first approach, emphasizing the need for companies to prioritize people over profits. By fostering a culture that values open dialogue and transparency between employees and leaders, especially on the topics of compensation and variable work arrangements, organizations not only create a psychological safe work environment but can ultimately achieve greater success in the long run. Join Lauren and Patrick as they explore the transformative power of prioritizing culture in driving positive change within Corporate America, ultimately paving the way for greater employee satisfaction, engagement, and retention. And therefore, greater innovation, productivity, and profitability. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: https://www.linkedin.com/in/hannonlauren/ Check out Cupalo's website: https://cupalo.io/

  40. 7

    Episode #7 Embracing Fractional Leadership in Tech: Insights from Fractional CTO Guillermo Fisher

    00:00 Intro 00:58 Journey Into Consulting 04:27 Working with Start Up Clients 04:57 Fractional Work: Part Time or Full Time Commitment 07:02 Market Readiness For Fractional Tech Leadership 11:16 Advice for Aspiring Fractional Leaders 15:06 Unexpected Benefits to Fractional Consulting 23:54 Closing Remarks In this episode of Cupalo Conversations, host Lauren Hannon discusses Fractional Tech Leadership with Guillermo Fisher, the founder of Kuzaa and a seasoned professional with over two decades building high-performing dev teams and resilient cloud architectures. Throughout the discussion, Guillermo shares invaluable insights from his recent journey from full-time employee to solo entrepreneur and fractional CTO. He candidly offers advice for aspiring fractional leaders, emphasizing the importance of committing full-time to the role and being prepared for the initial financial challenges. He shares his perspective on how fractional leaders bring unique expertise and experience to the table, benefiting companies at various stages of growth. Moreover, Guillermo and Lauren delve into the market's readiness to embrace fractional tech leadership. He provides compelling insights into the benefits of fractional leaders and how they contribute to the success of organizations. He discusses the evolving landscape of tech leadership and the potential for further acceptance and adoption of fractional roles in the market. Overall, this episode provides a deep dive into the world of fractional tech leadership with something worthwhile for both aspiring fractional tech leaders and organizations seeking to leverage fractional expertise. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: https://www.linkedin.com/in/hannonlauren/ Check out Cupalo's website: https://cupalo.io/

  41. 6

    Episode #6 On "Peak Performance": Conquering Summits from Mountaintop to Desktop with Nels Pederson

    00:00 Introduction and the Importance of Time Off 04:24 Adventuring and Taking Time Off 06:13 Lessons Learned from Mountains 10:35 The Feeling of Insignificance and Control 12:29 Reacclimating to the Real World 13:06 The Tallest Mountain Climbed and the Experience 19:18 Learning to Embrace Boredom 22:42 Heroes and Inspiration 32:04 Future Adventures in 2024 In this captivating episode of Cupalo Conversations, Nels Pederson urges listeners to carve out time for themselves, to embrace life's peaks in a journey of self-discovery, to gain perspective, and unlock their inner strength. Nels shares his firsthand experiences of navigating treacherous terrains, reaching staggering altitudes, and enduring the harsh realities of surviving at 19,000 feet. Through these challenges, he unveils how the mountains not only provide physical trials but also serve as a catalyst for personal growth and introspection. The conversation explores the concept of gaining perspective through adversity, emphasizing how confronting the raw elements of nature can redefine one's priorities and illuminate what truly matters in life. Pederson eloquently articulates how the struggles endured amidst towering peaks translate into invaluable lessons applicable to everyday life, particularly in the realm of work. Listeners are invited to contemplate the significance of taking time off to pursue passions, delve into self-discovery, and cultivate a deeper understanding of oneself. Pederson's insights underscore the importance of embracing challenges, as they serve as opportunities for personal development and resilience-building. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: https://www.linkedin.com/in/hannonlauren/ Check out Cupalo's website: https://cupalo.io/

  42. 5

    Episode #5 LinkedIn Unlocked: Cultivating Real Connections & Your Authentic Voice with Liam Darmody

    00:00 Introduction and Background 05:08 Authenticity and Personal Branding 08:11 Challenges with LinkedIn 12:10 Positivity and Community on LinkedIn 17:29 Follower Count and Engagement 25:03 Powerlifting and Personal Growth 33:07 Focus and Self-Promotion in 2024 37:55 The Importance of Personal Branding In this episode of Cupalo Conversations, host Lauren Hannon chops it up with Liam Darmody, the LinkedIn wizard and mastermind behind Liam's Brand Stand. Liam unveils the true essence of LinkedIn, which he affectionately refers to as a "serendipity manifestation platform," emphasizing its distinction from traditional social media platforms. Unlike the gnarly negative noise (say that 4 times fast) found on Twitter and Facebook, LinkedIn offers a refreshingly positive environment ripe for genuine human connection. Throughout the conversation, Liam emphasizes the importance of embracing authenticity and finding one's voice on LinkedIn as a means to connect with like-minded individuals and cultivate a supportive community. He encourages listeners to view LinkedIn not merely as a networking tool but as an opportunity for personal growth and genuine connections with their tribe. Beyond the realm of LinkedIn, Lauren and Liam explore unexpected topics such as powerlifting, goal-setting, and the importance of self-care in building a successful business. This episode offers a compelling blend of insights into personal branding, LinkedIn strategy, and holistic approaches to success, making it a must-listen for anyone looking to harness the power of LinkedIn for authentic connection and personal growth. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: https://www.linkedin.com/in/hannonlauren/ Check out Cupalo's website: https://cupalo.io/

  43. 4

    Episode #4 Embracing Neurodiversity: Unraveling Tech's Gender Imbalance with Rachel Lockett

    00:00 Introduction and Background 03:30 The Link Between Autism and Technology 06:23 Creating a Sense of Belonging for Neurodivergent Individuals 12:41 The Gender Gap in the IT Field 16:06 The Importance of Continuous Learning 20:11 Embracing the Journey of Finding the Next Adventure 22:37 New Chapter 24:45 Future Plans and a Second Book In this episode of Cupalo Conversations, host Lauren Hannon engages in a thought-provoking discussion with Rachel Lockett, a trailblazer with over 25 years of experience in technology leadership and author of the book "The Technology Doesn't Matter: Prioritizing the People in IT Business Alignment." Drawing from the insights of Dr. Ronnie Jia, Rachel delves into the intricate correlation between the gender disparity in technology, the disproportionately low entry of women into the field, and the high dropout rates among women compared to other professions. Through her research, Rachel uncovers a compelling connection with the prevalence of individuals with autism and autistic tendencies within the tech community. Rachel takes a deep dive into the neurological underpinnings that contribute to the stereotypical portrayal of IT professionals, as often depicted in popular culture through characters like Dilbert and the cast of The Big Bang Theory. By exploring the neurological reasoning behind these portrayals, Rachel advocates for the inclusion of neurodiversity in Diversity, Equity, and Inclusion (DEI) programs. With a passionate belief in the power of increased understanding and awareness, Rachel emphasizes the importance of creating inclusive spaces that accommodate both neurodivergent and neurotypical individuals. By fostering an environment that embraces neurodiversity, Rachel argues that not only can the tech industry bridge its gender gap, but it can also unlock the full potential of all individuals, enabling them to thrive collectively. This insightful conversation challenges conventional perceptions surrounding technology, diversity, and inclusion, offering a compelling call to action for organizations to embrace neurodiversity as a catalyst for positive change within the tech landscape. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: https://www.linkedin.com/in/hannonlauren/ Check out Cupalo's website: https://cupalo.io/

  44. 3

    Episode #3 How Secure Are We Really? On Cybersecurity with Paul Robinson

    00:00 New Chapter 00:49 Paul Robinson's Background and Journey 04:30 The Productization of Cybersecurity 08:14 The Fear and Misunderstanding of Cybersecurity 10:39 Reactive vs Proactive Approach to Cybersecurity 14:48 The Most Vulnerable Industries in Cybersecurity 18:48 The Impact of Cybersecurity on Healthcare 19:40 Approaching Risk in the Digital World 22:00 Applying Pragmatism to Digital Interactions 23:04 Taking Inventory of Online Presence 26:32 Building a Culture of Security Awareness 30:54 The Hopeful Message of Technology 33:26 Encouragement for Individuals and Organizations 35:53 The Future of AI and Embracing Technology In the latest episode of Cupalo Conversations, host Lauren Hannon engages in a compelling discussion with Paul Robinson, founder of Tempus Network—an independent cybersecurity advisory firm. The conversation delves into the intricacies of cybersecurity and explores various aspects, ranging from safeguarding ourselves as individuals in our digital interactions to the broader implications of cyber threats on human lives. Paul advocates for a shift in mindset, urging people to take their digital safety as seriously as they would their physical safety and emphasizes the importance of understanding how we interact with and grant permissions to applications on our smartphones. The discussion extends beyond individual concerns, to those at the organizational level, arguing that companies relying solely on annual phishing training is insufficient. Paul sheds light on the significant impact of cybersecurity attacks on the most vulnerable members of society and makes a compelling case for the need to address cybersecurity threats faced by K-12 students. The conversation serves as a major eye-opener, emphasizing the critical need for proactive measures in the ever-evolving landscape of cybersecurity. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: https://www.linkedin.com/in/hannonlauren/ Check out Cupalo's website: https://cupalo.io/

  45. 2

    Episode #2: On Leaving Your 9to5 & Building the Life You Really Want with Alex Bush, CFP

    00:00 New Chapter 03:08 Background and Journey as a Financial Advisor 07:12 Transitioning from a Nine-to-Five Job 16:12 The Importance of Seeking Help and Building a Team 18:32 The Challenges of Starting a Business and the Side Hustle Culture 24:45 The Benefits of Working for Yourself 25:34 The Process of Learning and Growing as an Entrepreneur 26:33 Balancing Saving for the Future and Enjoying the Present 27:30 The Complexity of Financial Planning and Enjoying Life 31:58 The Importance of Working with a Financial Advisor 36:26 The Challenge of Finding the Right Financial Advisor 42:16 The Value of Building Trust and Connection with a Financial Advisor In episode #2 of Cupalo Conversations, Lauren Hannon sits down with Certified Financial Planner Alex Bush, to discuss the transformative journey of "sticking it to the man " i.e. leaving the traditional 9-5 job in pursuit one's dreams and, ultimately, in pursuit of more control. Join Lauren and Alex as they delve as much into the emotional aspects as well the financial considerations and strategic planning required for such a significant transition. Alex emphasizes the importance of assembling a team of experts to navigate this path successfully. Listeners will gain insights into the pragmatic aspects of pursuing their passions and the essential role played by a knowledgeable support team in achieving their dreams. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: https://www.linkedin.com/in/hannonlauren/ Check out Cupalo's website: https://cupalo.io/

  46. 1

    Episode #1: The Interview Experience with Eric Hunsberger. Are Coding Challenges Dead?

    00:00 Introduction and Setting the Context 01:03 Eric's Journey and Background 04:19 Preparing for Interviews as an Interviewer 06:36 Preparing for Interviews as a Candidate 10:56 The Effectiveness of Coding Challenges 13:50 Qualities of a Great Leader 18:19 Advice for Job Seekers 23:00 The Power of Networking 25:43 The Importance of Human Connection In the inaugural episode of Cupalo Conversations, Lauren Hannon sits down with the insightful Eric Hunsberger to unravel the art of cultivating a positive interview experience. Eric is currently a Principal Architect with Optum working on business analytics and cloud computing. Having successfully held the positions of CTO, CISO, Advisor, VP, and Director, working across multiple industries and technology domains, Eric shares invaluable insights into the crucial role of preparation for both interviewers and interviewees. The episode kicks off with an exploration of the dynamics that contribute to a positive interview atmosphere. Eric emphasizes the significance of thorough preparation on both sides of the table, shedding light on how this proactive approach not only enhances the overall experience but also fosters a more authentic connection between candidates and employers. A major highlight of the conversation is Eric's critique of outdated coding challenge practices. He challenges conventional methods and advocates for a more holistic and practical approach to technical assessments, providing listeners with a fresh perspective on evaluating candidates' skills. Tune in to Cupalo Conversations and embark on this journey with Lauren and Eric as they unpack the keys to successful interviews and challenge the status quo in the tech hiring landscape. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: https://www.linkedin.com/in/hannonlauren/ Check out Cupalo's website: https://cupalo.io/

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ABOUT THIS SHOW

In each episode of Cupalo Conversations, Lauren Hannon founder of Cupalo delves into insightful conversations with a diverse and exceptional lineup of guests. Each episode is a deep dive into the grit that lives between the lines of success stories, offering listeners a unique perspective on the challenges and triumphs of each guest. From software engineering leaders to financial experts, authors to fellow founders, and an array of rabble rousers in between, Lauren explores the multifaceted world of staffing, scaling development teams, building businesses, personal development, and more.

HOSTED BY

Lauren Hannon

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