
Behind the Brilliance
Entrepreneurship
Behind the Brilliance is the go to podcast for the intellectually curious and relentlessly ambitious. The show features weekly long form interviews with innovative and culture-shaping leaders in art, culture, technology, business, lifestyle, and...
Location:
United States
Description:
Behind the Brilliance is the go to podcast for the intellectually curious and relentlessly ambitious. The show features weekly long form interviews with innovative and culture-shaping leaders in art, culture, technology, business, lifestyle, and personal development along with Lisa's inspiring and funny advice on life, creativity, and entrepreneurship.
Language:
English
Episodes
268 The Best of Season 16
2/5/2026
This recap episode distills the core ideas from this season of Behind the Brilliance with fresh perspective on building a meaningful life and career without burning out, numbing out, or deferring fulfillment to "someday."
Lisa recaps key conversations with hospice physician and author Jordan Grumet, wellness educator and actor Tina Lifford, tech ethicist Kate O'Neill, sleep specialist Dr. Michael Breus, and executive coach Eric Nehrlich to connect the dots across purpose, identity, money, emotional resilience, technology, wellness, and stress.
This episode synthesizes the big ideas, frameworks, and practical suggestions discussed throughout the season so even if you missed an episode, you'll walk away with useful insights.
TOPICS COVERED
THINGS MENTIONED IN THIS EPISODE
Lisa's newsletter, Cue
Duration:00:32:36
267 Eric Nehrlich on How to Shape the Next Chapter of Your Career (When You're Already Successful)
1/29/2026
In this expansive conversation, Lisa talks with executive coach and author Eric Nehrlich.
His career path reads like a masterclass in strategic pivoting: physics PhD dropout turned software engineer, product manager, Google finance analyst, and eventually Chief of Staff in Google's C suite before launching his own executive coaching practice. But his journey reveals something more profound than professional flexibility. It's a story about unlearning the toxic relationship between achievement and suffering, understanding when "working harder" becomes counterproductive, and discovering that your greatest strengths often lie at the intersection of multiple disciplines.
The conversation explores the psychology of overachievement, the myth that anxiety fuels success, and how high performers can regain control by setting boundaries, embracing intentional incompetence, and redefining what "enough" looks like. The conversation weaves personal stories with practical frameworks, offering listeners specific guidance on how to productively reflect and design lives that support both ambition and well-being.
This episode is a must-listen for ambitious professionals, creatives, and leaders who feel successful on paper but privately exhausted, misaligned, or constrained by expectations.
Behind his Brilliance: Taking other people's perspectives
TOPICS COVERED
· Identity transitions and the sunk-cost fallacy of career paths
· The difference between aptitude and passion
· Why burnout often comes from misalignment, not workload alone
· Generalists vs specialists and why range matters more than ever
· Being a "translator" across disciplines (engineering, finance, leadership)
· Working inside Google during the 2008 financial crisis
· Minimum effective effort and deciding what to drop
· Intentional incompetence as a leadership and life skill
· Ambition, insecurity, and the myth that anxiety drives performance
· Designing life first, career second
· Self-employment, parenthood, and redefining "enough"
· Why stress does not equal impact
· Habit formation, motivation, and external accountability
· Self-concept, stereotype threat, and invisible performance taxes
· Upper limit problems and self-sabotage
· Parenting, leadership, and emotional regulation
· Belief, confidence, and why self-trust changes outcomes
KEY FRAMEWORKS DISCUSSED
The Tetris Metaphor - High achievement just means blocks fall faster until you drown
Intentional Incompetence - Strategically choosing what NOT to be good at
Minimum Effective Effort - Optimizing only what matters, letting rest go on autopilot
The 100-Hour Reality - You have ~100 waking hours/week; allocate intentionally
Waste Hours to Not Waste Years (Amos Tversky) - Take time to reflect or waste years on wrong path
The Upper Limit Problem (Gay Hendricks) - We sabotage ourselves when exceeding our self-imposed success ceiling
The Generalist's First 80% - Generalists love learning the first 80%; specialists grind for the last 20%
One-on-One With Yourself - Treating yourself as your most important employee
The Two Yardsticks - Internal versus external measures of success
Problem Seeker vs. Problem Solver - Generalists diagnose; specialists execute
THINGS MENTIONED IN THIS EPISODE
Eric Nehrlich Eric's book, You Have a Choice Tiffany Dufu on Behind the Brilliance Tiffany's book, Drop the Ball Chris Dannen on Behind the Brilliance The Big Leap by Gay Hendricks Wheel of Life Whistling Vivaldi by Claude M. Steele (Eric's book pick) Psychocybernetics by Maxwell Maltz
Duration:01:54:56
266 How to Get the Best Sleep of Your Life, According to Science
1/22/2026
Board-certified sleep specialist Dr. Michael Breus returns to Behind the Brilliance for a wide-ranging and deeply practical masterclass on the three biological essentials that keep most people from thriving: sleep, hydration, and breathing.
He reveals how to improve sleep, energy, and long-term health and goes beyond basic wellness advice to help us understand the foundational mechanics that determine energy, health, and well-being. From jet lag strategies to weighted blankets to getting back to sleep in the middle of the night, Dr. Breus delivers practical solutions that work in the real world because they're tested on actual patients, not theoretical research.
Dr. Breus explains why sleep quality matters more than sleep quantity, why waking up at the same time every day is the single most powerful sleep intervention most people will never try, and how "social jet lag" sabotages performance and mood. The conversation dives into the three most common types of insomnia and the best ways to get deeper sleep. We also unpack supplements, melatonin, CBT-I, and when to see a professional.
Beyond sleep, Dr. Breus breaks down hydration myths and gives science-backed takes on the most popular wellness topics including breathwork, mouth taping, cold plunges, saunas, CBD, weighted blankets, and the explosion of misinformation in the wellness space.
The episode closes with a candid look at Dr. Breus's own routines, his evolving relationship with meditation, and why leading by example is the real foundation of sustainable health.
TOPICS COVERED
Sleep Science & Diagnosis
Sleep Quality vs Quantity
Insomnianot
Breathing & Nervous System Regulation
Jet Lag & Travel
Supplements & Medications
Hydration
Wellness Trends: Legit or Overrated
Daily Routines & Lifestyle
THINGS MENTIONED IN THIS EPISODE
Dr. Michael BreusDr. Breus on Behind the Brilliance Sleep, Drink, BreatheJames Clear's 321 newsletterLife Gives to the GiverHow to Fall Back Asleep4-7-8 Breathing ExerciseTimeshifter appAerolopaWim Hoff method Muse headband
Duration:01:45:54
265 Kate O'Neill on Navigating the Future of Technology Without Losing Our Humanity
1/15/2026
SUMMARY
Kate O'Neill is a strategist, futurist, and author who helps leaders navigate the intersection of technology and humanity. After building her career in Silicon Valley—including as one of Netflix's early employees—Kate has become one of the most thoughtful voices on how we can harness technological advancement to improve life and work without losing our humanity in the process.
In this conversation, we connect key ideas between technology's impact on the future of work, individual lives and careers, and innovation efforts inside companies.
Kate shares her journey from linguistics major to tech veteran, which informs her powerful frameworks like the "Now Next Continuum" for strategic decision-making. She explains why digital transformation and innovation are fundamentally different (and why conflating them causes so many companies to struggle).
We explore the speed of technological change, the real implications of AI adoption, and why leaders need to ask "what could go right?" as often as they ask what could go wrong.
Then we get personal and Kate opens up about losing both her father and first husband within a decade, and how grief clarified her understanding of meaning and mortality—lessons that now shape everything she does.
This is a conversation about building a future that serves humanity, making strategic decisions under uncertainty, and finding meaning in both our work and our lives.
Behind her brilliance: Curiosity about people and the world
TOPICS DISCUSSED
THINGS MENTIONED
Kate O'Neill What Matters Next A Future So Bright Surviving Death Creativity, Inc.Minneapolis Institute of ArtReadwise Cold email guide The Ministry for the Future The Uninhabitable Earth
Duration:01:35:43
264 Tina Lifford on Achieving Inner Fitness in a Shifting World
1/8/2026
SUMMARY
Actress, author, and Inner Fitness Project founder Tina Lifford returns to Behind the Brilliance for a follow up years after her crowd-pleasing interview in episode 115. Fresh off the release of her new book The Inner Fitness Revolution, Tina brings decades of wisdom about building sustainable creative careers and developing the inner work that makes external success fulfilling.
This conversation goes deep on the frameworks Tina has developed through her own spiritual journey from understanding the "three selves" (surviving, thriving, infinite) to making self-empowering choices in any circumstance. We explore why so many high achievers feel empty after reaching their goals (and what to do about it), how to build resilience to navigate life's hard seasons, and why inner fitness deserves the same proactive attention we give physical fitness.
If you've ever felt like something was missing despite checking all the boxes, or if you're navigating chaos while trying to stay grounded, this conversation offers an inspiring mix of philosophical foundation and practical tools.
TOPICS COVERED
THINGS MENTIONED IN THIS EPISODE
Tina LiffordThe Inner Fitness Projectlast BTB appearanceThe Inner Fitness RevolutionQueen Sugarshort filmThe Little Book of Big LiesShadow self Man's Search for Meaning
Duration:01:48:07
263 Jordan Grumet on Having More Than Enough
1/1/2026
SUMMARY
Physician and author Jordan Grumet joins Lisa for a wide-ranging, deeply reflective conversation about what happens when the life you worked toward no longer defines who you are.
Jordan shares his personal journey through medicine, financial independence, and hospice care, including the unexpected panic that followed reaching financial freedom earlier than anticipated. What was supposed to be a moment of celebration was a terrifying realization: without work, his identity collapsed.
Drawing from his work with the dying and his own experience of burnout, he explains why money and achievement fail to resolve deeper questions of meaning, and how so many of ys mistake purpose as something to be proven rather than lived.
The discussion unpacks the difference between meaning and purpose, the hidden costs of trauma-driven ambition, and why subtracting what drains us often matters more than adding what impresses us. The conversation moves fluidly between philosophy and pragmatism, touching on time, mortality, creativity, legacy planning, curiosity, and the critical work of rebuilding a life that aligns with personal values.
This is a conversation about modern ambition and how to reassemble identity, motivation, and direction once certainty dissolves and the old reasons stop working.
Behind his brilliance: Empathy + Intuition
TOPICS COVERED
· What happens psychologically after financial independence
· Identity loss and disorientation after achievement
· Meaning vs. purpose — and why confusing them creates anxiety
· Trauma-driven ambition and "purpose built from scarcity"
· Why money is a tool, not an endpoint
· Subtraction as a life design strategy
· Purpose anxiety and the myth of "big P" purpose
· Hospice work and lessons from the dying
· Regrets of the dying and how they inform daily living
· Mortality as a clarifying force rather than a morbid one
· Curiosity as an antidote to fear and burnout
· The achievement treadmill and hedonic adaptation
· Creative work, writing, and process-based fulfillment
· Legacy planning: emotional and practical considerations
· Slowing down, seasons of life, and doing less better
THINGS MENTIONED
Jordan Grumet Taking Stock The Purpose Code FIRE Status Anxiety The Six Pillars of Self-Esteem The Simple Path to Wealth The White Coat Investor Jack Reacher I'm Dead, Now What
Duration:01:40:51
262 Beyond Goals and Resolutions: 6 Strategies for a Better Year
12/25/2025
In this special year-end episode of Behind the Brilliance, Lisa presents six evidence-based strategies for designing a year that feels good while you're living it. Moving beyond traditional goal-setting advice, this episode explores the psychological architecture behind sustainable achievement: why updating your self-concept matters more than willpower, how to engineer habits that survive bad days, and why strategic incompetence is a sophisticated choice rather than a failure. Lisa shares a liberating perspective on deciding what deserves optimization versus maintenance and makes the case for building celebration into your system. If you're tired of aspirational new year hype, this episode offers a more strategic, psychologically grounded approach to having a great year.
TOPICS COVERED
THINGS MENTIONED IN THIS EPISODE
CUE Psychocybernetics Atomic HabitsObvious to You Minimum Effective Effort
Duration:00:27:22
261 The Best of Season 15
9/4/2025
Season 15 of Behind the Brilliance delivered a mix of leading voices in psychology, entrepreneurship, and life design. This special recap distills the most powerful insights into one place highlighting big ideas and useful tools on happiness, resilience, and building a life and business on your own terms.
Guests include Tal Ben-Shahar, Ellen Hendriksen, Jodi Wellman, Rand Fishkin, Chris Guillebeau, Anne-Laure Le Cunff, Elaine Pofeldt, Rae Wynn-Grant, Ahad Khan, and Sieva Kozinsky.
The episode also includes a listening guide to match your interest with the relevant episode.
The recap concludes with reflections on the season's central theme: learning to work with human nature rather than against it. Essential listening for anyone who wants to understand what made Season 15 special and where to dive in next.
Duration:00:31:46
260 Chris Guillebeau on Escaping Time Anxiety and Building a Self-Directed Life
8/28/2025
Chris Guillebeau, bestselling author and creator of The Art of Nonconformity, joins Lisa to explore what it really takes to build a self-directed life. He shares his unconventional path from high school dropout and aid worker in West Africa to global traveler, author of nine books, and entrepreneur. Chris unpacks the philosophy behind his work—why you don’t have to live your life the way others expect—and introduces the concept of time anxiety, the tension between the fear of running out of time and the paralysis of endless choices.
The conversation covers everything from the psychology of “enough” and how mortality awareness can sharpen your priorities, to practical strategies for leaving things undone, creating accountability structures, and decluttering your calendar. Chris also opens up about ADHD, therapy, and why you should ask yourself at the end of the day, “Did today matter?”
Behind his brilliance: Refusing to accept “no” and always looking for another way.
TOPICS COVERED
· The difference between traditional anxiety and time anxiety
· Why having more choices creates its own form of paralysis
· The two types of time anxiety: existential panic and decision overwhelm
· How ADHD diagnosis changed his relationship with productivity
· Why working for yourself is actually the conservative choice
· The myth that independent work is inherently risky
· Moving from "you can be anything" liberation to burden
· Why curiosity without follow-through is just floating ideas
· The seasonality of creative work and energy cycles
· How to measure success by what you control vs external outcomes
· The power of asking "Did today matter?" over productivity metrics
· Why leaving things undone is a radical act in completion culture
· The difference between hard work and passionate engagement
· How to use death as a clarity tool rather than anxiety trigger
· Platform agnosticism and the creator economy evolution
· The accountability structures that support independent creators
· Why caring about your work trumps optimization systems
· Moving from rules-based to values-based decision making
· The future self trap and why motivation doesn't transfer
· How to create enough-ness in a never-enough culture
Duration:01:12:52
259 Sieva Kozinsky on The Path from early failures to Enduring Ventures: lessons on fear, focus, and the long game
8/21/2025
THE SHOW
In this episode of Behind the Brilliance, entrepreneur and investor Sieva Kozinsky joins the show to share his journey from first-generation immigrant beginnings to co-founding Enduring Ventures, a holding company that acquires and grows businesses for the long game. Sieva opens up about the fear that fueled his early ventures, the lessons learned from failed startups and pivots, and why fundraising can sometimes blind founders to what really matters.
We dive deep into the psychology of selling a company, the art of negotiation with founders, and how legacy is built (or destroyed) in the years after an exit. Sieva also reflects on emotional discipline, meditation, and why surrounding yourself with the right five people may be the single most important factor in your growth. This conversation extends beyond building businesses to explore a useful philosophy for building a life you’ll still be proud of twenty years from now.
Behind his Brilliance: His mother and grandmother
TOPICS COVERED
How Sieva’s immigrant upbringing shaped his resilience Pivoting from pre-med to entrepreneurship The pivotal college class that changed everything Why early failures were his best education Lessons from building and pivoting StudySoup Bootstrapping vs. raising venture capital (and why he regrets fundraising early) The psychology of fear as a driver in entrepreneurship Emotional discipline: responding instead of reacting The role of meditation in business and life The dangers of selling to universities (and what that taught him) Negotiating with founders who are selling their life’s work Why most entrepreneurs misunderstand exits and valuations The holding company model and why it’s different from private equity How to minimize regret when selling a business Finding the right cofounder and what to look for beyond skills The importance of discomfort in building a meaningful life Why you become the average of the five people closest to you Seeking serendipity and building networks through curiosity
Duration:01:37:37
258 Rand Fishkin on Escaping Status Anxiety, Rebuilding Identity, and Building a Business That Doesn’t Break You
8/14/2025
THE SHOW
What happens when you build the company of your dreams, only to realize the dream came with tradeoffs you didn’t see coming? In this candid conversation, Rand Fishkin — cofounder of Moz and SparkToro — shares the pivotal moments that shaped his career: turning a $39 side experiment into a multimillion-dollar SaaS, raising venture capital for the wrong reasons, walking away from a $40M acquisition offer, and rebuilding his identity after leaving the company he founded.
Along the way, Rand unpacks the philosophy he lives by now: designing work around the life you want, not the other way around. You’ll learn why audience-first growth changes everything, how “dark social” can reshape your marketing strategy, and why the best companies aren’t built on hustle, but on thoughtful design.
If you’ve ever wrestled with status anxiety, questioned the pace you’re working at, or wondered what it would look like to run a business without burning yourself out, this episode will give you fresh perspectives and actionable ideas for building something that lasts — without losing yourself in the process.
BEHIND HIS BRILLIANCE: Empathy
TOPICS COVERED
· Status is a poor reason to raise capital – chasing external validation through VC can distort decision-making and undermine founder well-being.
· Audience-first beats product-first – building trust and reach before launching a product creates built-in marketing and faster adoption.
· Design trumps grind – thoughtful business and life design leads to better decisions, fewer hours, and more sustainable success than relentless hustle.
· Identity can’t be tied to one venture – detaching self-worth from your company enables resilience when endings or pivots come.
· Opportunity cost is real – turning down an offer (even for the “right” reasons at the time) can shape the trajectory of both the business and your personal life.
· Measure what matters, not what’s easy – “dark social” means a lot of word-of-mouth and share-driven traffic won’t show up in analytics the way you expect.
· Life design is part of business design – integrating personal goals, health, and relationships into work choices leads to richer, more fulfilling outcomes.
And much more!
Get the Show Notes here.
Duration:01:28:19
257 Dr. Rae Wynn-Grant on Reinventing Yourself When the Life You Built Stops Working
8/7/2025
Dr. Rae Wynn-Grant is a wildlife ecologist, storyteller, and nature show host whose path to success defies every traditional metric of merit. In this candid conversation, Rae shares how she went from struggling in math and science classes to earning a PhD and becoming a leading voice in wildlife conservation.
We explore the pivotal role that belief, representation, and access played in shaping her journey from her first exposure to nature through television, to a transformative study abroad trip to Kenya, to an unexpected pivot from lions to black bears. Rae also opens up about hitting emotional rock bottom in her 30s, the identity crisis that followed, and how she rebuilt her life with honesty, humility, and hope.
This episode is a testament to what’s possible when we follow our passion, even when our performance or our path doesn’t fit the mold.
Behind her brilliance: Taking a non-traditional approach
TOPICS COVERED:
Why passion trumps performance - How to pursue your calling even when traditional metrics suggest you're "not qualified"
The representation breakthrough - Why seeing yourself reflected in expertise positions transforms what feels possible
Navigating productive discomfort - How to embrace stretching experiences that feel uncomfortable but lead to growth
Identity crisis as catalyst - Using rock bottom moments as launching pads for authentic reinvention
The marriage blueprint trap - Why relationships fail when one person brings a pre-drawn life plan instead of co-creating
Accountability without excuses - The liberation that comes from owning your choices and their consequences
Nontraditional paths to traditional success - How to thrive by refusing to fit conventional molds while still achieving recognized accomplishments
Environmental justice reframed - Why urban communities often care more about environmental issues than rural ones (despite stereotypes)
The privilege of starting over - Understanding what safety nets make radical life changes possible
Choosing authenticity over expectations - The courage required to disappoint others in service of being true to yourself
Duration:01:30:54
256 Jodi Wellman on the Mortality Math That Puts Your Life in Perspective
7/31/2025
THE SHOW
Most of us are running on autopilot, checking boxes, chasing goals, and pushing toward some imagined finish line without stopping to ask if this is how we really want to spend our lives.
In this conversation, Jodi Wellman, author of You Only Die Once and founder of the 4,000 Mondays framework, makes the case for using mortality as a tool, not a threat. She shares why contemplating the end of life can snap us out of numb routines and guide us toward choices that create more vitality, meaning, and joy right now.
We talk about why achievement can feel hollow, how to spot the “dead zones” in your life, and the surprising power of small changes to make life feel bigger. Whether you have been wondering if there is more to life than your to do list or you just want to feel more alive in your everyday routines, this conversation is a reminder that your Mondays are numbered so make them count.
Behind her brilliance: Love and the Grim Reaper
TOPICS COVERED
· Mortality as Motivation: Facing the reality of death as a way to live more fully, not morbidly.
· 4,000 Mondays Concept: Using your finite number of Mondays as a framing device to clarify what matters.
· Vitality + Meaning = Fulfillment: Living wider (fun, novelty, aliveness) and deeper (purpose, connection).
· The Hedonic Treadmill: The idea that high achievers constantly move the goalpost and lose perspective on satisfaction.
· Experimentation as a Way of Life: “You don’t have to detonate, you can dabble.”
· Regret Minimization Framework: Inspired by Jeff Bezos and reframed here as: “What would you regret not doing?”
· Role of Rituals and Values: Structuring life around recurring rituals and clearly defined personal values.
· Self-Compassion and Inner Talk: The importance of being kind to yourself in the pursuit of growth.
· Redefining Success and Retirement: Moving from performance-based identities to interest-based living.
· Comparison and Individual Journeys: Why your life design has to be uniquely yours, and how social media distorts that.
Duration:01:30:26
255 Elaine Pofeldt on Building Wealth Without a Team or a VC Check
7/24/2025
Elaine Pofeldt, former Fortune Small Business editor, uncovered a hidden economy of one-person businesses quietly earning 7 figures and spent years interviewing the entrepreneurs behind them. In this conversation, she reveals the surprising industries dominating this space, why professional services often outperform tech, and the frameworks that actually work for building sustainable solo wealth.
From starting smart while keeping your day job to using AI as your secret weapon, Elaine breaks down the real strategies behind million-dollar one-person businesses. No hype, no hustle culture required. Plus: why health and boundaries aren’t “extras” but essential business infrastructure, and how to design a career that serves your life instead of consuming it.
Essential listening for anyone who wants financial freedom without chasing passive income or playing the venture capital game.
Behind Her Brilliance: Family
TOPICS COVERED
Elaine’s journey from fiction writing to journalism
The evolution of business journalism and rise of entrepreneurship in the public imagination
How AI and automation empower solo business owners
The origin story of The Million Dollar, One Person Business
Why peer learning and relatable case studies matter
Common traits among successful solo entrepreneurs
The emotional and mental stamina required to succeed independently
The role of physical health, boundaries, and self-awareness in entrepreneurial success
How older professionals and people with disabilities are reshaping the business landscape
Flexible business models that support life design
Building walk-away money and choosing clients wisely
The underestimated power of tools like planners, automation apps, and AI assistants
Lifestyle design, digital nomadism, and work-from-anywhere strategies
Duration:01:28:20
254 Harvard Psychologist Tal Ben-Shahar's Guide to Being Happy with an Imperfect Life
7/17/2025
THE SHOW
Dr. Tal Ben-Shahar, Harvard-trained psychologist and author of multiple bestsellers including Happier, joins Lisa to explore the psychology and habits that lead to happiness in modern times. He uncovers the myths that keep successful people miserable and why our pursuit of the next achievement isn’t the answer. He shares his personal journey from academic achievement to profound unhappiness, breaks down the difference between experiencing emotions and being consumed by them, and offers a counterintuitive approach to emotional health through passive observation. The conversation covers everything from the achievement trap and social media's impact on happiness to practical parenting strategies and the future of leadership in a post-pandemic world.
Behind his brilliance: Curiosity and passionate effort
Visit BehindtheBrilliance.com for the show notes
TOPICS COVERED
Why successful people often feel secretly empty
The myth of constant happiness and toxic positivity culture
Passive observation: witnessing emotions without being consumed by them
The psychology of "enough" and escaping achievement addiction
Why fighting your feelings makes them persist
The role of curiosity in emotional wellbeing and personal growth
Social media's impact on perfectionism and life satisfaction
How to create space between stimulus and response during overwhelming moments
The difference between hard work and effort in personal development
Turning emotional dissatisfaction into positive life changes
Modern loneliness epidemic and the paradox of digital connection
Building authentic relationships based on values rather than demographics
The symbiotic relationship between leadership and management
Why power and control are ineffective leadership tools
Parenting strategies for raising emotionally intelligent children
The importance of modeling emotional regulation for kids
How to develop discipline without relying on motivation or willpower
Why retirement isn't the answer to work dissatisfaction
The value of experimentation and changing periods to question marks in life
Duration:01:30:01
253 Anne-Laure Le Cunff on Using Brain Science to Design a Better Career
7/10/2025
SUMMARY
Anne-Laure Le Cunff, founder of Ness Labs and author of Tiny Experiments: How to Live Freely in a Goal-Obsessed World, joins Lisa to reveal her unconventional career journey from Google engineer to startup founder to neuroscience student to successful entrepreneur with Ness Labs. Growing up outside Paris with parents who prioritized financial security, she landed a dream job at Google with the status and paycheck that signaled success. But she soon realized that the ladder she was climbing was leaning against the wrong wall.
This conversation explores cognitive scripts that keep us stuck, the importance of experimentation over rigid goal-setting, navigating uncertainty, and designing a life aligned with internal rather than just external metrics of success. Anne-Laure shares insights on managing different types of burnout, the psychology of major transitions, and how she uses tools like journaling and AI to support her work and decision-making.
Behind her brilliance: Curiosity
Say hi to Anne-Laure on X/Twitter: @neuranne
TOPICS COVERED
Breaking free from cognitive scripts
The problem with traditional goal-setting
Building an experimental mindset
Why “feeling lost” is the price we pay for having freedom
Career transitions and identity beyond job titles
Navigating impostor syndrome
Burnout (including when you love your work!)
Redefining success using internal vs. external criteria
Managing time and energy without a corporate structure
Redefining the relationship between time, money, and personal values
Building a business organically and leveraging momentum
Using AI as a creative thinking partner
Growing up with multicultural influences
Examining default coping mechanisms like alcohol (and Anne-Laure’s journey to sobriety)
Letting curiosity lead personal and professional decisions
And much more!
Duration:01:20:07
252 Kajabi CEO Ahad Khan on Work-Life Integration, Values-Driven Leadership, and the Future of the Creator Economy
7/3/2025
THE SHOW
Ahad Khan, CEO of Kajabi, shares how his Midwestern roots shaped his approach to building software for "regular people," his experiences navigating investment banking, startup acquisitions, and the creator economy. Ahad reveals his philosophy on people-first decision making, the power of work-life integration over balance, and why choosing character over compensation has been the thread connecting every major career move. The conversation explores the evolution of the creator economy, the challenges of remote leadership, and practical strategies for staying present as both a CEO and father of three.
Behind His Brilliance: Immigrant parents who modeled hard work, presence, and the courage to build a life around what matters most
Get the show notes here.
TOPICS COVERED
· Why pivoting early (or late) is worth it
· Growing up in Northeast Ohio and the "regular people" advantage in tech
· Why his father said "you can be any kind of engineer you want"
· Investment banking culture in Chicago vs. New York stereotypes
· The power of choosing people over compensation in career decisions
· Early startup lessons and the importance of founder character
· MileIQ: solving real problems for people who drive for work
· Navigating Microsoft's acquisition and cultural transformation under Satya Nadella
· The bootstrap advantage: how 9 years without funding built Kajabi differently
· Creator economy vs. entertainment: building sustainable businesses
· The $6 billion paid out to Kajabi creators and the subscription vs. take-rate model
· Transitioning from CFO to CEO and the weight of leadership
· Work-life integration: taking kids to school as non-negotiable priority
· Remote leadership strategies and building a documentation culture
· Why human customer support beats automation every time
· The hardest part of being CEO: communicating the "why" behind decisions
· Redefining success: involved parent, good husband, teammates who like you
Behind Your Brilliance: What's one decision you could make this week to better align your work life with your core values?
Duration:01:14:25
251 Dr. Ellen Hendriksen on the Science-Backed Way to End Perfectionism Without Lowering Your Standards
6/26/2025
THE SHOW
In this episode of Behind the Brilliance, Dr. Ellen Hendriksen, clinical psychologist and author of How to Be Enough, joins the show to explore the nuances of perfectionism—from its seductive productivity perks to its hidden emotional costs. She shares her own journey from high-achieving student to recovering perfectionist, breaks down the psychology of procrastination and emotional suppression, and offers practical strategies for redefining self-worth, navigating achievement hangovers, and aligning with intrinsic values. The conversation also touches on the loneliness epidemic, community building, and how shifting from "have to" to "choose to" can transform how we show up in our lives.
Behind her Brilliance: Investing in what connects us to others instead of what sets us apart
TOPICS COVERED
Why pivoting early (or late) is worth it
A new definition of perfectionism—and why it’s a trap
The two pillars of maladaptive perfectionism: overvaluation and rigid standards
The myth of emotional perfectionism
Rules vs. values (and how rules often masquerade as values)
Demand sensitivity and the burden of internal expectations
The achievement hangover: chasing the next milestone without fulfillment
The difference between goals and values
Procrastination as anxiety in disguise
Visualizing your future self to beat avoidance
Practical tools to embrace imperfection and act anyway
Community, connection, and healing the loneliness epidemic
The value of empathy in creative and professional work
Duration:01:10:09
250 - Defying the Odds - Season 14 Recap
12/14/2023
Lisa summarizes Season 14, Defying the Odds, with reflections on the strategies shared and helpful recaps.
240 – Dr. Andrew Newberg
241 – Cin Fabre
242 – Tyler Denk
243 – Jim Fielding
244 – Dr. Valerie Daniels-Carter
245 – Simone Stolzoff
246 – Thomas Wedell-Wedellsborg
247 – Andrew Barnes
248 – Jamila Souffrant
249 – Kevin Kelly
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Duration:00:31:34
249 Kevin Kelly on Living and Working at the Intersection of Passion, Purpose, and Profitability
12/7/2023
THE SHOW
Kevin Kelly is a modern creative pioneer. He was a polymath before it was cool. His career as a writer, founder, photographer, and editor extends across industries and continents. A world traveler and lifelong learner, Kevin’s ideas such as 1000 True Fans have inspired a generation of builders and artists to exercise full agency over their creative pursuits.
Kevin was on a short list of dream guests I’ve long held for Behind the Brilliance, and our conversation did not disappoint. He was candid and thoughtful as we covered a wide range of topics including career and life design, religion, decision making, unpopular opinions, and much more. This is an excellent listen for the dreamers, doers, and builders who want to hear the embodiment of integrating passion, purpose, and profit with thoughtful optimism.
Behind His Brilliance: Luck + Not caring what others think
Say hi to Kevin on X (Twitter): @kevin2kelly
THE GUEST
KEVIN KELLY | AUTHOR + CO-FOUNDER, WIRED
Kevin Kelly is Senior Maverick at Wired magazine. He co-founded Wired in 1993, and served as its Executive Editor for its first seven years. His newest book is Excellent Advice for Living, a book of 450 modern proverbs for good living. He is co-chair of The Long Now Foundation, a membership organization that champions long-term thinking and acting as a good ancestor to future generations. And he is founder of the popular Cool Tools website, which has been reviewing tools daily for 20 years. From 1984-1990 Kelly was publisher and editor of the Whole Earth Review, a subscriber-supported journal of unorthodox conceptual news. He co-founded the ongoing Hackers’ Conference, and was involved with the launch of the WELL, a pioneering online service started in 1985. Other books by Kelly include 1) The Inevitable, a New York Times and Wall Street Journal bestseller, 2) Out of Control, his 1994 classic book on decentralized emergent systems, 3) The Silver Cord, a graphic novel about robots and angels, 4) What Technology Wants, a robust theory of technology, and 5) Vanishing Asia, his 50-year project to photograph the disappearing cultures of Asia. He is best known for his radical optimism about the future.
TOPICS COVERED
-the decision making framework Kevin developed over 5 decades of his career
-the inception and growth of WIRED
-why pursuing a range of interests can be more valuable than specializations (with important caveats)
-Kevin’s religious conversion and how it changed his life
-important reflections on leveraging and time management
-how a trip to Asia changed Kevin’s life
And much more!
Duration:01:30:09