My Olympic Journey: I'm Not Done Yet | WTP with Mikaela Ep. 9

Where Success Meets Success, with Ron Kruszewski | WTP with Mikaela Ep. 12

Join Mikaela and Ron Kruszewski, Chairman and CEO of Stifel Financial, for a wide-ranging conversation about skiing, business, and the pursuit of balance in the Season 1 finale of “What’s the Point.”In this episode, Ron shares stories of humble beginnings on the mighty hills of Michigan, his passion for supporting athletes, and the philosophy behind Stifel’s “Where Success Meets Success” tagline. They also touch on Ron’s approach to investing, reflections on legacy and regret, and advice for young listeners on financial independence. Plus, hear stories from World Cup races, the impact of Stifel’s sponsorship on the Stifel U.S. Ski Team and Mikaela personally, and what motivates both Mikaela and Ron to achieve greatness both personally and professionally. Presented by STIFEL Follow What's the Point with Mikaela Shiffrin on social media for all the best moments from the show: https://www.instagram.com/wtpwithmikaela More about STIFEL: https://www.instagram.com/stifelfinancial

Jessie Diggins: Comfortable in Discomfort | WTP with Mikaela Ep. 11

What does it take to become the most decorated U.S. Cross-Country ski racer of all time? For four-time Olympic medalist, 33-time World Cup winner, four-time Overall World Cup Champion, and seven-time World Championship medalist Jessie Diggins, it’s about more than medals—it’s about resilience, vulnerability, and the unbreakable bonds of team. Fresh off her retirement, four-time Olympic medalist Jessie sits down with Mikaela to share the real stories behind the sparkle, the pain cave, and what's next. Jessie and Mikaela dive into Jessie’s Minnesota roots, the team-first culture that shaped her, and the mental strategies she’s developed to thrive in the infamous dance with the “pain cave” (as Jessie says, a "pain cave waltz"). Jessie shares candid stories about setbacks, resilience, and the importance of defining success by your own values—not just results. The conversation also explores Jessie’s advocacy for mental health, climate action, and youth access to snow sports, including her work with Share Winter Foundation, Protect Our Winters, and the Emily Program. Jessie opens up about her documentary “Threshold"—Executive produced by Patrick Dempsey—why vulnerability matters, and how she found peace in retirement by focusing on purpose beyond medals. Whether you’re an athlete or just looking for inspiration, this episode is packed with wisdom, honesty, and a whole lot of sparkle. Presented by STIFEL... Follow What's the Point with Mikaela Shiffrin on social media for all the best moments from the show: https://www.instagram.com/wtpwithmikaela More about Jessie: https://www.instagram.com/jessiediggins/

Eileen Shiffrin: Raising a Champion | WTP with Mikaela Ep. 10

Behind every great athlete is a village of talented people who make it all happen. But Mikaela has something most don't: Eileen. In Episode 10 of What's the Point, Mikaela sits down with the person who has been there for every single moment of her career—and her life. Her mom. Her coach. Her mentor. Her best friend. Eileen Shiffrin. It's easy to look at Mikaela's résumé and see the medals, the records, the Crystal Globes. What you don't see is the woman behind the scenes who gave up her career as a nurse to be on the road six months a year, who homeschooled Mikaela through the early Burke Mountain years, who was there for Mikaela's first World Cup, and every heartbreak since. In this episode, they get into all of it. The sacrifices and misunderstandings, including what it actually means to be on the road as a mother-daughter, coach-athlete duo (hint: it's not a European après-ski vacation). The grief of losing a father and a husband, Jeff, and how they've carried that together. The complicated line between pushing your kid and protecting them. And Eileen's own cancer diagnosis this past fall—a moment that, for the first time in this whole journey, asked her to put herself first. You know Mikaela. Now meet the woman who raised her to chase the impossible. Follow What's the Point with Mikaela Shiffrin on Social Media for all the best moments from the show: https://www.instagram.com/wtpwithmikaela

My Olympic Journey: I'm Not Done Yet | WTP with Mikaela Ep. 9

With the Olympics on the horizon, two-time Olympic Champion and three-time Olympic medalist Mikaela Shiffrin reflects on the journey that brought her to this moment in a special solo episode of “What’s the Point”. From Sochi to PyeongChang and the life-changing lessons of Beijing, she shares how grief, growth, and gratitude have reshaped her perspective as she heads into Cortina. She talks about Olympic expectations vs. reality, learning to let go of perfection, navigating grief, trusting her team, what she fears, and what excites her, all about this next chapter. The episode wraps with a moment for the fans, where Mikaela dives into questions from listeners and breaks down her winning run at Špindlerův Mlýn, where she won her 71st World Cup slalom race and 108th World Cup victory. Follow What's the Point with Mikaela Shiffrin on Social Media for all the best moments from the show: https://www.instagram.com/wtpwithmikaela

Bode Miller: Skiing as Self-Expression, Legacy, and the Courage to Persevere | WTP with Mikaela Ep. 8

Why do we ski?  In this episode of What’s the Point with Mikaela Shiffrin, presented by STIFEL, Mikaela sits down with Olympic champion (and her childhood idol), Bode Miller, for a conversation that goes beyond results and gets to the core of the legendary American’s motivation, his “why”, past and present. For Bode, skiing was never just about winning. It was his purest form of self-expression. As his career evolved, success became less about results and more about authentically representing himself on the world stage, using his platform to make a meaningful impact and connect with other people. Together, Mikaela and Bode unpack their definitions of fear, legacy, and what it truly means to be “the greatest of all time.” They reflect on how loss and grief, the deaths of Mikaela’s father and Bode’s daughter, reshaped their perspectives, strengthened their purpose, and changed the way they move through the world. This one is about more than sport. It’s about self-expression, the human experience, and deciding what you want to leave behind. Presented by STIFEL . . . Follow What's the Point with Mikaela Shiffrin on Social Media for all the best moments from the show: https://www.instagram.com/wtpwithmikaela [https://www.youtube.com/redirect?event=video_description&redir_token=QUFFLUhqbWFnSlVicWhCT09wbndFTnQ2NGJuLUxxR0xLUXxBQ3Jtc0ttRVpPZmVwRGR6aG9hdU0wNVItUjlWQ2NlanpXT1F5V3FlNmtSY1A3TDRfREI3OElQZl9Sd3ZDaDJJeHRBVDlpNTZwRzZEUWNtY1hfZFh6WXRFMzNieHN0NWphSWpLZUotMmFEaWNjT2lsaEtWejRZdw&q=https%3A%2F%2Fwww.instagram.com%2Fwtpwithmikaela&v=I3QXlunVNBE] More about Bode: https://www.instagram.com/millerbode [https://www.instagram.com/millerbode]