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The Pursuit of Happywell

Kristen and Scott Boss
The Pursuit of Happywell
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  • Ep. 8 Behind the Scenes: The Raw Truth About Starting Over
    In this raw and candid behind-the-scenes episode, Kristen and Scott peel back the curtain on what it’s really like to start something new — together. Whether you’re an entrepreneur, changing careers, or simply stepping into a new life chapter, this conversation is for you.They dive into the high hopes, uncertainties, and unexpected lessons that come when you're building from scratch — all while doing life alongside your spouse. With very little prep and a whole lot of heart, they share stories about startup challenges, unexpected arguments (like co-working chaos and company names!), imposter syndrome, hiring a team, and staying grounded when the doubts creep in.This episode will inspire you to embrace uncertainty, trust the messy middle, and stay true to yourself even when reinvention feels scary.In This Episode, You'll Hear:Why uncertainty is a sign you're growing, not failingThe surprising emotional work behind launching a startupHow working with your spouse can be hilarious (and humbling)What to do when imposter syndrome tries to sabotage your momentumThe power of redefining success and setting new "life metrics"How they are intentionally building a mission-driven company without burning outKey Takeaways:Both excitement and doubt are normal when stepping into the unknown. Growth always brings resistance.Building a company (or a new chapter) is more about intentionality and less about hustle.You don't have to be an "expert" — sharing your experience with authenticity can be even more powerful.Protect your energy by honoring your current season and capacity.Moving from "me" to "we" thinking can transform how you experience change and leadership.Episode Timestamps:00:00 — Intro: Taking Big Leaps and Asking, "What Did I Just Sign Up For?"01:30 — The Reality of Starting Over (With Your Spouse)04:00 — Startup Expectations vs. Reality06:50 — Our Funniest Fights While Building Together12:30 — The "Uh-Oh" Moment That Made It Real17:30 — How This New Venture Changed Us Personally24:00 — Lessons on Unlearning Hyper-Independence30:00 — Feeling Like Imposters — And What Helped Us Through It40:00 — Life Is Always Life-ing: How to Keep Building Anyway48:00 — Holding Both Excitement and Terror55:00 — How We Support Each Other When One of Us SpiralsIf you're navigating a new beginning right now or looking to get inspired in your current season of life, Kristen and Scott would like to invite you to join their upcoming Breakthrough Live Summit. While the in-person event is sold out, virtual tickets are available for the May 16th intensive, where they'll guide participants through exercises designed to create breakthrough, clarity, and forward momentum. Find out more and grab your ticket here.
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  • Ep. 7 Millennials and the Midlife Crisis: A Generational Shift
    Did you know millennials are experiencing midlife crises between 30-45, much earlier than previous generations? In this illuminating episode, Scott and Kristen reframe what we've been calling a "crisis" and reveal why it might actually be your greatest opportunity for growth.What you'll discover:Why the traditional view of midlife crisis (sports cars and impulsive decisions) misses the deeper transformation happeningCarl Jung's powerful concept of the "two halves of life" and what each half is truly aboutThe difference between building your container (first half) and filling it with meaning (second half)What happens when you cling to your first-half metrics while your soul is crying out for second-half depthTwo profound questions to help you navigate this transition with intention instead of panic"Midlife is not about you going crazy. It's about you waking up to yourself and realizing what actually matters." - KristenTune in to discover how shifting from "crisis" to "breakthrough" can transform this challenging transition into the most meaningful chapter of your life.Share this episode with anyone wondering "is this it?" or contemplating a major life change without understanding the deeper shift happening underneath.We also have an active community for listeners of The Pursuit of Happywell. Join our community on facebook: The Pursuit of Happywell Community or find the website at LiveHappywell.com
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  • Ep. 6 The Myth of Busyness: Are We Really Productive?
    Your calendar is packed. You're constantly checking items off your to-do list. So why does it feel like you're not getting anywhere? In this eye-opening episode, Scott and Kristen reveal how busyness has become our newest form of procrastination.What you'll discover:The shocking Harvard Business Review stat about how much time we waste on tasks that don't contribute to our long-term goalsWhy being "productive" doesn't necessarily mean being "effective" (and how to tell the difference)How staying busy can actually be a clever form of avoidance and emotional numbingThe uncomfortable truth behind the statement: "Anyone can pretend to be busy, but you can't pretend to be effective"Four revealing questions to determine if you're trapped in motion without progress"Being effective isn't about doing more. It's about doing what matters." - ScottTune in to break free from the cycle of constant motion and learn how to create meaningful progress in your life and work.This episode is for every busy professional, entrepreneur, and caregiver who's ever wondered why all their effort isn't translating to the results they want.We also have an active community for listeners of The Pursuit of Happywell. Join our community on facebook: The Pursuit of Happywell Community or find the website at LiveHappywell.com
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  • Ep. 5 Why Motivation Sets You Up for Failure (And What to Do Instead)
    Struggling to stick with your goals? In this eye-opening episode, Scott and Kristen challenge the common belief that all you need is motivation and willpower to create lasting change in your life.What you'll discover:The surprising reason 92% of New Year's resolutions fail by FebruaryWhy willpower is like a muscle that fatigues (and what that means for your goals)The powerful truth behind James Clear's quote: "You don't rise to the level of your goals, you fall to the level of your systems"How your environment might be secretly sabotaging your best intentionsSimple strategies to build habits that stick even when motivation vanishes"Motivation might get you going, but systems will keep you growing." - ScottTune in to discover why those bursts of inspiration keep fizzling out and learn the practical framework that actually creates lasting change in your life.We also have an active community for listeners of The Pursuit of Happywell. Join our community on facebook: The Pursuit of Happywell Community or find the website at LiveHappywell.com
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  • Ep. 4 The Invisible Load: Why You’re So Exhausted
    Feel constantly drained but can't figure out why? In this eye-opening episode, Scott and Kristen dive into "the invisible load" – the unseen mental and emotional labor that's silently draining your energy.What you'll discover:The shocking truth about how much time the average woman spends on invisible labor each yearWhy your brain is like a computer with too many tabs open (and how to close them)The hidden reason behind relationship strain that often leads to "silent quitting" in marriagesHow different generations experience unique invisible burdens (especially the "sandwich generation")Practical strategies to lighten your mental load without dropping important responsibilities"The invisible load is the constant internal chatter and noise of running your day-to-day life... and I believe that is where a lot of strain, stress, burnout, and exhaustion really comes from." - KristenTune in to understand why you're so tired, learn to communicate your needs, and discover how to create systems that support rather than overwhelm you.We also have an active community for listeners of The Pursuit of Happywell! Join our community on facebook: The Pursuit of Happywell Community or find the website at LiveHappywell.com.
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About The Pursuit of Happywell

At The Pursuit of Happywell, we believe that happiness and success aren’t just destinations—they’re lifelong pursuits shaped by how we face challenges, setbacks, and everyday moments. Our mission is to break down the science of well-being and personal growth into practical, thought-provoking conversations that challenge conventional wisdom. Each week, we explore the big questions through cutting-edge research, real-life stories, and candid discussions, empowering you to build a life you truly love—one rooted in resilience, purpose, and lasting fulfillment.
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