Tynan Gable is a former collegiate volleyball player whose path through sport has been anything but linear. After growing up as a multisport athlete and initially focusing on basketball, an ACL tear in high school unexpectedly opened the door to volleyball. Tynan went on to play collegiately at Willamette University, but after three years, a challenging experience within the program led to the decision to step away from the sport and pursue a dual-degree program instead.

In this episode, Tynan reflects on leaving volleyball, navigating repeated injuries, and searching for purpose beyond the structure and competition that athletics once provided. After earning her MBA and beginning a career in consulting, Tynan found that the drive to keep pushing through — a mindset that had served so well in sports — could also make it difficult to recognize when a situation was no longer serving the life she wanted to build.

Following a third ACL surgery and a period of feeling disconnected from work and life, Tynan and her partner took a leap and spent a year traveling across the country in a truck and trailer. That experience ultimately sparked an entirely new direction: entrepreneurship and the creation of Citrus Wellness, a filtered shower head company inspired by the dramatic differences they noticed in water quality while traveling.

Tynan shares a thoughtful perspective on knowing when to pivot, saying yes to unexpected opportunities, and learning that resilience isn't always about pushing through. Sometimes, moving forward means recognizing what no longer serves you and creating space for something new.

Learn more about Tynan's journey and explore Citrus Wellness at www.citruswellnessco.com.

Ian Sylves is a former collegiate and professional hockey goalie whose relationship with the game began almost as soon as he could walk. Growing up in Buffalo, New York, Ian spent much of his life on the ice before eventually playing Division III college hockey and continuing his career professionally, including time overseas. After years of pushing through injuries, deteriorating back issues ultimately forced him to step away from the sport before he was ready.

In this episode, Ian reflects on the difficult reality of leaving hockey when his body made the decision for him, and the identity shift that followed. He shares how navigating ongoing health challenges, the loss of his father, and uncertainty about what came next forced him to rethink what he wanted his life beyond hockey to look like.

Ian also discusses how the qualities he developed as a goalie — discipline, emotional control, adaptability, coachability, and learning to recognize patterns — continue to shape his work today in financial planning and his approach to coaching the next generation of goalies. Through his story, Ian offers a thoughtful perspective on accepting the unexpected, finding purpose beyond competition, and recognizing that the lessons learned through sport can continue to serve you long after your playing career ends.

Want to connect with Ian? Find him on LinkedIn here: https://www.linkedin.com/in/iansylves/?isSelfProfile=false

Genevieve Henderson, is a former collegiate soccer player, therapist, business owner, and the host of What the Hell Do I Do Now? In this 100th episode, Gen reflects on a career and life path that has been anything but linear, sharing how unexpected changes, setbacks, and new opportunities ultimately shaped the work she does today.

After stepping away from collegiate athletics, Gen moved through coaching, fitness, graduate school, clinical work, and private practice before realizing how deeply her experiences as an athlete connected her to her work as a therapist. She shares how the podcast, which began as a passion project, eventually became a meaningful way to support athletes navigating the transition out of sport.

Gen also reflects on the identity disruption that comes with leaving athletics behind and the common themes she has heard throughout 100 conversations with athletes. She discusses why your athletic identity doesn't simply disappear when your sport ends, the importance of honoring what sport has given you while discovering who you are beyond it, and why the first year after sport can feel especially disruptive.

Through her own experiences with imposter syndrome, the pressure to prove herself, and the tendency to equate productivity with worth, Gen offers an honest look at the process of building a life beyond athletics. This episode is a reminder that there is no single path after sport, that it's okay for your journey to change direction. The person you become after athletics can still carry the best parts of who you were as an athlete.

Tom Henske is a former collegiate goalkeeper and three-time national champion at the University of Virginia whose path after soccer unfolded very differently than he expected. After recurring shoulder injuries brought his playing career to an end, Tom found himself facing the uncertainty of life beyond sport — eventually beginning a career in financial planning that would span more than three decades.

In this episode, Tom reflects on the lessons goalkeeping taught him about resilience, recovering from mistakes, and putting in the work when no one is watching. He shares how returning to soccer as a high school goalkeeper coach gave him an opportunity to mentor the next generation, and how those experiences ultimately sparked a deeper interest in helping young people understand money and prepare for life beyond athletics.

Now a professor of personal finance working with students and student-athletes at UVA, Tom has brought his career full circle. He helps athletes build the financial confidence and habits they can carry long after their playing days are over. Tom discusses financial literacy in the age of NIL, the importance of starting early, and why confidence with money can create greater freedom to pursue purpose and eventually, pay it forward.

Tom is also continuing to bring these ideas to a wider audience. His recently released TEDx Talk was selected as an Editor’s Choice by TED, furthering the conversation around financial literacy and empowering the next generation to build confidence with money.

Watch Tom’s TEDx Talk: https://www.youtube.com/watch?v=4GpcY-mAIRc

Connect with Tom: https://www.totalcents.com/about

This conversation is about navigating unexpected transitions, trusting the skills sport gives you, playing the long game, and finding meaningful ways to use what you've learned to help the people coming after you.

Shahar Biran is a former collegiate tennis player competing at Old Dominion University for undergrad, and then completing her MBA while finishing her final year of eligibility at the University of South Carolina. Like many international athletes, her transition to college athletics required adjusting not only to a new country, but also to a completely different style of competition — trading the independence of individual tennis for the dynamics of being part of a team.

After graduation, Shahar found herself navigating the uncertainty that often follows an athletic career. Inspired by her own experience of navigating the college recruiting process without much guidance, she now works with Momentum NYC, a recruiting agency that helps international junior tennis players pursue opportunities to compete and study in the U.S. Through her work, she now supports athletes through every step of the journey, from recruitment and academics to visas and settling into college life.

In this episode, Shahar reflects on the challenges of leaving competitive tennis behind, the unexpected feeling of missing the pressure and adrenaline of competition more than the sport itself, and how she has found a new outlet for that competitive energy by helping the next generation of athletes. She also shares her perspective on navigating cultural transitions, embracing life beyond sport, and learning to let go of the "all or nothing" mindset that once defined her athletic career.

Brett Stern is a former collegiate tennis player whose life revolved around pursuing excellence on the court from a young age. After training at one of the country's most elite tennis academies and competing at both UC Irvine and the University of Florida, Brett faced a reality many athletes encounter: letting go of the dream that had defined so much of his identity.

In this episode, Brett reflects on the difficult transition away from competitive sport, the loss of structure and purpose that followed, and the challenge of building a new life beyond athletics. He shares how the mindset that fueled his tennis career — resilience, problem-solving, discipline, and persistence — became the foundation for his success in business, where he has spent the last three decades working alongside his father in the family business.

Brett also discusses the importance of finding fulfillment in new pursuits, and learning that purpose can evolve over time. Through honest reflection and hard-earned perspective, he offers reassurance to athletes navigating uncertainty and reminds us that growth often happens long after the final match is played.

Madeline "Maddie" Davis Tully is a former collegiate rower at Princeton University whose athletic journey carried her from the Ivy League to the U23 U.S. National Team and the World Rowing Championships. After stepping away from elite competition on her own terms, Maddy transitioned into coaching, where she spent over two decades developing athletes and helping to build championship programs at Stanford, Ohio State, and Boston University.

In this episode, Maddy reflects on the two major transitions that shaped her life: retiring from competition and, years later, leaving a coaching career that had defined her identity. She shares how each transition required letting go of a role she deeply loved while trusting that something meaningful could exist on the other side.

Now the founder of her own leadership and performance coaching practice, Maddy works with high-achieving professionals navigating seasons of growth and change. She discusses the importance of moving toward something—not simply away from something—the lessons athletics continue to teach long after competition ends, and how redefining success can create space for a more intentional and fulfilling life.

This conversation is a thoughtful reflection on identity, leadership, purpose, and embracing the next chapter with confidence.

Maddy's leadership and performance coaching practice can be found at https://www.mdtlead.com/

Lae Kollasch is a former track and field athlete whose collegiate career took her from the University of Northern Iowa to the junior college level. As her priorities began to shift, Lae realized she could no longer give the sport everything it deserved, leading her to make the difficult decision to step away from competition and begin redefining her identity beyond athletics.

In this episode, Lae reflects on the emotional challenges of leaving behind the athlete identity she had carried for years, describing the transition as an "ego death" and opening up about the mental health struggles that followed. She shares how leaning on her support system, embracing uncertainty, and allowing herself the freedom to change directions helped her move forward.

Lae also shares how she built a career in the fitness industry from the ground up after relocating to Phoenix, eventually launching Offsite Pilates, her own mobile fitness community. We talk about entrepreneurship, creating spaces where people feel connected, and how the lessons she learned as an athlete continue to shape the way she coaches today. This conversation is an honest reminder that leaving sport doesn't mean leaving behind everything it taught you.