#16: Katherine Lynch has worn a lot of uniforms including Harvard varsity squash, the U.S. Navy, and startup co-founder, and each chapter sharpened the same edge: resilience. In this conversation, Katherine shares how she went from service to startups, why “mission over title” is her north star, and how two simple prompts (“What would you do if money didn’t matter?” and “What do you naturally read and talk about?”) can reset your career path. We get into building The Post, a private community for elite former athletes, launching Vamos Rackets and why padel is exploding as the new networking sport, and the real work of identity after sport or service. Katherine breaks down baby steps versus big leaps, building your toolbox of skills, and “increasing your surface area of luck” by showing up, saying yes, and meeting people. She leaves us with a favorite mantra for tough seasons: some days joy chooses you, and some days, you choose joy.

#15: In this episode of Changing the Game, Jordan sits down with Kate Woelffer, Senior Vice President of Sales at Motive, who’s helping redefine what leadership in tech and enterprise sales looks like.

A former Division I softball player at the University of Minnesota and one of the Top 50 Women Leaders in Minnesota, Kate has built her career on authenticity, empathy, and relentless drive. She opens up about how growing up in a competitive household shaped her mindset, what it means to be a genuine leader, and why progress often starts with moving the needle just 1% at a time.

Whether you’re an athlete transitioning into business or an emerging leader learning to find your voice, this conversation will remind you that the most powerful kind of leadership starts with being yourself.

#14: Former Hofstra D1 softball player and current Senior BD Manager at GeoComply, Ash Ainbinder, gets real about courage, career pivots, and finding your people. We talk jiu-jitsu and why doing the thing that scares you can change everything, plus how an athlete’s work ethic translates to the boardroom.

Ash breaks down her nonlinear path into sales (“make friends and solve problems”), the power of saying yes early so you can say no later, and why community matters, from The Post to Work Like a Girl. We also dive into the value of in-person connection, building digital trust, and creating a “locker room for life.”