I Can Fit That In

Erin Coupe

Welcome to I Can Fit That In, the podcast where ambition meets alignment. Hosted by speaker, advisor, author of I Can Fit That In, and former Fortune 100 executive Erin Coupe, this show is designed to help you break free from rigid routines and outdated patterns, and fit in what moves you in work and life. Through personal reflections and candid conversations with high-performers, you’ll uncover shifts, rituals and new ways of thinking that create clarity and sustainable success. Subscribe now and follow along on social media to be empowered to fit in what matters most.

  1. 1d ago

    How Your Uniqueness Makes You a Better Leader with Nina Fluck | #57

    Your biggest career detour might be the very thing that makes you a better leader. Nina Fluck shares why your unique experiences, strengths, and even failures can become your greatest professional assets. In this episode of I Can Fit That In, Erin Coupe sits down with Nina Fluck, a people and culture leader with more than 15 years of experience helping organizations build high-performing teams and strong workplace cultures. Nina shares how her early career as a professional performer shaped the way she approaches leadership, collaboration, and people strategy, and why the skills you develop in one chapter of life can follow you into the next. The conversation explores leadership development, workplace culture, team performance, career transitions, and self-awareness, with a central question: What happens when you stop trying to fit a traditional definition of success and start recognizing what makes you different? Nina also shares practical ways leaders can create stronger connections with their teams and help people see the unique qualities they bring to the organization. Takeaways: - How experiences from seemingly unrelated careers can become powerful leadership skills - Why the unique qualities of people on a team can create a genuine competitive advantage - How leaders can make development conversations more meaningful than a simple performance checklist - Why staying connected to your own energy, interests, and sense of fulfillment makes you a better leader - How to stop comparing your current chapter to an earlier version of yourself and embrace what's next Guest Bio Nina Fluck is a people and culture leader with more than 15 years of experience helping organizations build high-performing teams and strong workplace cultures. Before moving into HR and people leadership, Nina was a professional performer, an experience that continues to shape her approach to leadership and collaboration. If this conversation made you think differently about your own strengths, career path, or leadership style, subscribe to I Can Fit That In and share the episode with someone who's navigating their own next chapter. Connect with Erin Coupe: Instagram: @authenticallyec LinkedIn: Erin Coupe

    How Your Uniqueness Makes You a Better Leader with Nina Fluck | #57
  2. Aug 11

    How Great Leaders Reinvent Themselves: From the NBA to Business Leadership with Ryan Robertson | #56

    Success isn't defined by the title you hold. It's defined by how you grow through every season of your life. In this episode of I Can Fit That In, Erin Coupe sits down with former professional basketball player and financial services executive Ryan Robertson to talk about reinvention, leadership, and building a meaningful career after sports. From playing at the University of Kansas, competing professionally with the Sacramento Kings and across Europe, to becoming Managing Director and Co-Head of U.S. Distribution at Future Standard, Ryan shares how discipline, resilience, and self-awareness shaped every chapter of his journey. Key Points: - Why your identity should grow beyond your career or title - Leadership lessons Ryan carried from elite athletics into the business world - How feedback and self-awareness help great leaders continue improving - Why managing your energy matters more than trying to manage every minute - How to redefine ambition as your priorities evolve through different seasons of life About the guest: Ryan Robertson is Managing Director and Co-Head of U.S. Distribution at Future Standard. A former University of Kansas standout and professional basketball player, he now helps lead one of the industry's respected investment firms while mentoring teams through intentional leadership. https://www.linkedin.com/in/ryan-robertson-77aaa4aa If this conversation inspired you to think differently about leadership, growth, and reinvention, subscribe to I Can Fit That In and leave a review to help more people discover the show. Connect with Host Erin Coupe 💫Instagram: ⁠@authenticallyec⁠ 💼 LinkedIn: ⁠Erin Coupe⁠ 🌐 Website: ⁠ErinCoupe.com Connect with Ryan Robertson: https://www.futurestandard.com/fs-people/ryan-robertson

    How Great Leaders Reinvent Themselves: From the NBA to Business Leadership with Ryan Robertson | #56
  3. Aug 4

    Why Rejection Is the Fastest Path to Confidence with Klyn Elsbury | #55

    Confidence isn't something you're born with. It's built one conversation, one courageous ask, and one uncomfortable moment at a time. In this episode of I Can Fit That In, Erin Coupe sits down with leadership sales trainer, speaker, and communication strategist Klyn Elsbury to explore how persuasion, self-advocacy, and authentic communication shape every area of our lives. Drawing from her experience living with cystic fibrosis and building a career around helping leaders communicate with confidence, Klyn shares why sales isn't about convincing people—it's about creating genuine connection and having the courage to ask for what matters. What You'll Take Away - Why confidence is built through action, not by waiting until you feel ready - How "rejection therapy" can help you become more comfortable asking for what you want - Why authentic conversations outperform traditional sales tactics every time - How avoiding difficult conversations creates resentment and holds back personal and professional growth - Practical ways to strengthen your communication, negotiation, and leadership skills every day Guest Bio Klyn Elsbury is a leadership sales trainer, speaker, and communication strategist who helps organizations build trust, strengthen influence, and communicate with confidence. Her work combines real-world sales experience with powerful lessons on courage, resilience, and authentic leadership. Connect with Klyn: https://www.linkedin.com/in/klynelsbury www.leadershipsalestraining.com Revenue Growth Roadmap  https://sales.leadershipsalestraining.com/sos-714503 https://www.youtube.com/@realklynelsbury If this conversation inspired you to have the conversations you've been avoiding, subscribe to I Can Fit That In and leave a review to help more leaders discover the show. Connect with Erin Coupe: Instagram: @authenticallyec LinkedIn: Erin Coupe Chapters 00:43 Meet Klyn Elsbury 01:25 The Story That Shaped Her Life 03:22 From Corporate Sales to Fighting for Survival 05:23 Courage Starts With Asking 07:04 Why People Struggle to Ask for What They Want 11:30 Rejection Therapy and Building Confidence 13:29 Why Selling Feels So Uncomfortable 17:31 Difficult Conversations and Resentment 19:23 Building a Business Through Authenticity 21:14 Confidence Is Built by Winning 23:03 Rituals for Intentional Leadership 25:17 What to Do When You Feel Stuck 26:58 Narrate Your Life Like the Hero 27:56 Where to Connect with Kyln 29:13 Outro

    Why Rejection Is the Fastest Path to Confidence with Klyn Elsbury | #55
  4. Jul 28

    Why Successful Entrepreneurs Walk Away: Brad Hargreaves on Ambition, Regret, and Starting Over | #54

    Brad Hargreaves helped build two companies worth over half a billion dollars combined. His biggest regrets aren't the risks he took. They're the quarters he spent grinding on a path he already knew was wrong. In this episode, Erin sits down with Brad Hargreaves, co-founder of General Assembly and Common and founder of Thesis Driven, a publication exploring innovation across the built world. Brad shares how a pandemic moment at home with his one-year-old changed his entire relationship with ambition, and why he built his current business around the life he wants instead of the other way around. It's a candid conversation about entrepreneurship, reinvention, and what real success looks like when you stop following someone else's playbook. What You'll Take Away - Why constraints fuel creativity, and how Brad used a single non-negotiable (being home to put his kids to bed) to shape his entire next business - How General Assembly went from one New York classroom to training Fortune 500 companies in three years, and why timing mattered more than getting everything right - Brad's honest answer to anyone who feels stuck on a fixed path, and the one question that tells you whether it's time to reinvent - The real cost of staying the course when you know it's wrong, and the regret Brad still carries from his venture-backed years - The mantra Brad has repeated to himself 200 times over 20 years of building companies More About Brad Brad Hargreaves is the founder and editor of Thesis Driven, a publication covering innovation in the built world. He previously co-founded General Assembly, a pioneer in skills-based education, and Common, a company reimagining urban housing. Subscribe to I Can Fit That In so you never miss a conversation on building ambition and alignment into the same life. Connect with Brad: 💼 LinkedIn: Brad Hargreaves 🌐 Website: thesisdriven.com 📧 Email: brad@thesisdriven.com Connect with Erin Coupe: 💫 Instagram: @authenticallyec 💼 LinkedIn: Erin Coupe 🌐 Website: ErinCoupe.com

    Why Successful Entrepreneurs Walk Away: Brad Hargreaves on Ambition, Regret, and Starting Over | #54
  5. Jul 21

    How to Stay Calm Under Pressure: Combat Pilot Sarah Furness on Fear and Focus | #53

    Your brain doesn't care whether it's incoming emails or incoming artillery fire. It's the same brain under pressure either way, and most of us were never taught how to fly it. Sarah Furness spent 21 years in the military as a combat helicopter pilot before becoming an international keynote speaker and mindfulness coach. In this conversation with Erin, she shares how the tools that kept her steady in a war zone translate directly to boardrooms, inboxes, and everyday stress. From her Practice Scared philosophy to her HABITS method for focus, Sarah makes the case that courage isn't the absence of fear. It's what you build every time you act before you feel ready. What You'll Take Away - Why your brain responds to everyday stress the same way it responds to combat, and how to work with that instead of against it - What Practice Scared means and how treating every day as a rehearsal builds real confidence without waiting to feel ready - The "fly the aircraft" technique pilots use to pull their attention back to the one thing that matters when everything goes wrong - Why multitasking is a myth, and how unitasking helps you do more by doing less - The military debrief habit that turns every experience into self-trust, so your instincts get sharper with every rep Chapters 0:00 Welcome and meet Sarah Furness 1:40 Incoming emails vs. incoming artillery fire: how the brain handles pressure 3:02 21 years in the military as a combat helicopter pilot 4:01 What deploying to a war zone is really like 6:18 The Practice Scared philosophy: train hard, fight easy 9:43 Distraction, mindfulness, and learning to "fly the aircraft" 12:07 Why we're addicted to busyness and what we're avoiding 14:57 Unitasking and the HABITS method 17:48 Control vs. composure: staying grounded when things go sideways 19:22 How courage and fear work together 22:03 Building self-trust through the debrief habit 24:23 Confidence is built, not born 27:02 Where to find Sarah More About Sarah Furness Sarah Furness is a former combat helicopter pilot turned international keynote speaker and mindfulness coach. She is the creator of the HABITS method and the Practice Scared philosophy, helping leaders perform with courage and composure in high-pressure environments. If this conversation gave you a new way to think about pressure, subscribe to I Can Fit That In so you never miss an episode like this one. Connect with Sarah:  💫 Instagram: @wellbeitcoach 💼 LinkedIn: Sarah Furness 🌐 Website: SarahFurness.com Connect with Erin Coupe: 💫 Instagram: @authenticallyec 💼 LinkedIn: Erin Coupe 🌐 Website: ErinCoupe.com

    How to Stay Calm Under Pressure: Combat Pilot Sarah Furness on Fear and Focus | #53
  6. Jul 14

    Taking Back Control of Your Healthcare Before the System Does It for You with Andy Schoonover of CrowdHealth | #52

    Andy Schoonover's daughter needed a simple ear procedure. He had insurance and did everything right. But the insurer called it "not medically necessary" and sent him a bill for $8,000 anyway. That was the last check he ever wrote them. So he built an alternative for 30,000 families instead. Andy Schoonover is the founder and CEO of CrowdHealth, a community-based alternative to traditional health insurance that has helped over 30,000 families pay for healthcare directly, without deductibles, without networks, and without handing their money to a company with every incentive to deny their claims. Erin is a CrowdHealth member herself, and this conversation goes well beyond the pitch. She and Andy dig into why the traditional insurance model is broken beyond repair, what it actually takes to disrupt a $6 trillion industry, and why true agency over your health and your finances starts with being willing to do things differently than everyone around you. What You'll Take Away - How CrowdHealth works and why 30,000 families are paying a fraction of what traditional insurance costs them each month - What actually happens if you go to the ER without traditional insurance, and why it's far less scary than you think - Why the best doctors in the country are quietly moving to cash pay only, and what that means for how you access care - How Andy navigated death threats, online attacks, and self-doubt while taking on one of the most entrenched industries in America - Why Andy believes health insurance is in a death spiral, and what a post-insurance healthcare landscape could actually look like More About Andy Andy Schoonover is the founder and CEO of CrowdHealth, a community-funded alternative to traditional health insurance serving over 30,000 members across the country. He is a second-time healthcare entrepreneur whose mission is to give families the tools, the community, and the agency to take real ownership of their health. Ready to Make the Switch? Try CrowdHealth and stop outsourcing your healthcare decisions to a system that wasn't built for you. Subscribe to I Can Fit That In so you never miss a conversation like this one. Listeners and viewers can try CrowdHealth for just $99 per member per month for their first three months. Use promo code COUPE at joincrowdhealth.com to get started. Connect with Andy: 💼LinkedIn: Andy Schoonover 🌐Website: joincrowdhealth.com (Promo Code: COUPE) Connect with Erin Coupe:  💫 Instagram: @authenticallyec  💼 LinkedIn: Erin Coupe  🌐 Website: ErinCoupe.com #healthinsurance #crowdhealth #healthcarereform #entrepreneurship #businesspodcast

    Taking Back Control of Your Healthcare Before the System Does It for You with Andy Schoonover of CrowdHealth | #52
  7. Jul 7

    How to Trust Your Intuition and Protect Your Energy with Christy Whitman | #51

    Your intuition isn't something you have to find — it's something you learn to trust. In this episode, Erin Coupe sits down with transformational leader and New York Times bestselling author Christy Whitman to explore how energy, intuition, and intentional thinking shape the way we lead, live, and create meaningful results. Christy shares her journey from feeling unfulfilled despite checking all the boxes of success to becoming a globally recognized teacher of energy mastery, manifestation, and personal transformation. Together, Erin and Christy unpack how leaders, entrepreneurs, and high achievers can identify limiting beliefs, protect their energy, and strengthen their connection to intuition to make better decisions in both business and life. If you've ever questioned whether you're listening to fear or intuition, this conversation offers a practical framework for recognizing the difference and creating more alignment in your daily life. What you'll take away: - How to tell the difference between intuition and fear-based thinking - Why your words directly influence your energy and decision-making - A simple way to move from a scarcity mindset into a more abundant state - How meditation creates space for clearer intuition and stronger self-leadershipWhy manifestation isn't wishful thinking, but intentional focus paired with action About Christy Whitman: Christy Whitman is a two-time New York Times bestselling author, transformational leader, energy healer, and channel for The Council. For more than 25 years, she's helped entrepreneurs, coaches, and leaders align their energy, release limiting beliefs, and create lives filled with abundance and purpose. Subscribe to I Can Fit That In and leave a review if this episode resonated with you. Your support helps us bring more meaningful conversations about leadership, intentional living, and personal growth to a wider audience. Connect with Host Erin Coupe 💫Instagram: @authenticallyec 💼 LinkedIn: Erin Coupe 🌐 Website: ErinCoupe.com

    How to Trust Your Intuition and Protect Your Energy with Christy Whitman | #51
  8. Jun 23

    The High Achiever's Guide to Letting Go of Control | Kersten Weber Tatarelis | #50

    Kersten Weber Tatarelis has led billion-dollar healthcare transformations. She could not stop her mother's dementia. This episode is about what happens when the most capable person in the room can't fix what matters most. Kersten Weber Tatarelis spent more than two decades leading billion-dollar clinical and operational transformations across the country's largest health systems. She knows how to solve complex problems at scale. What she couldn't solve was watching her mother disappear to dementia while raising four kids and running enterprise teams. In this episode of I Can Fit That In, Kersten and Erin get honest about the sandwich generation, the specific pressure women in leadership face when elder care collides with career, and what it actually takes to stop running on empty when the people you love need you most. What You'll Take Away - Why women disproportionately carry the weight of elder care and what that costs them professionally, emotionally, and physically - The early conversations to have with aging parents while they can still tell you what they want, and why most people wait too long - How Kersten learned to set boundaries around caregiving visits so she could show up present instead of resentful - What most organizations are still missing when it comes to supporting employees through elder care demands - Why owning your caregiving story, especially in a job search, is more powerful than hiding it behind words like "sabbatical" More About Kersten Kersten Weber Tatarelis is a nationally recognized healthcare executive with more than 20 years leading large-scale clinical and operational transformation across major health systems. She is also a mother of four and a primary caregiver for her mother, who is living with an atypical form of dementia. This one is worth sharing. If someone in your life is holding everything together right now, send this episode their way. And if you haven't subscribed yet, now's a good time. Connect with Kersten: 💼 LinkedIn: Kersten Weber Tatarelis Connect with Erin Coupe:  💫 Instagram: @authenticallyec  💼 LinkedIn: Erin Coupe  🌐 Website: ErinCoupe.com #sandwichgeneration #leadershipcoaching #womeninbusiness #caregiving #businesspodcast

    The High Achiever's Guide to Letting Go of Control | Kersten Weber Tatarelis | #50
4.9
out of 5
30 Ratings

About

Welcome to I Can Fit That In, the podcast where ambition meets alignment. Hosted by speaker, advisor, author of I Can Fit That In, and former Fortune 100 executive Erin Coupe, this show is designed to help you break free from rigid routines and outdated patterns, and fit in what moves you in work and life. Through personal reflections and candid conversations with high-performers, you’ll uncover shifts, rituals and new ways of thinking that create clarity and sustainable success. Subscribe now and follow along on social media to be empowered to fit in what matters most.

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