Mikaela Shiffrin and Stifel CEO Ron Kruszewski Talk Skiing, Business, and Success on What’s the Point

In the Season 1 finale of What’s the Point with Mikaela Shiffrin, Mikaela sits down with Ron Kruszewski, Chairman and CEO of Stifel Financial, for a wide-ranging conversation that explores the intersections of skiing, business, and personal growth.

Kruszewski shares stories from his humble beginnings skiing in Michigan, his passion for supporting athletes, and the philosophy behind Stifel’s “Where Success Meets Success” tagline. The discussion also dives into his approach to investing, reflections on legacy and regret, and advice for young people seeking financial independence.

The episode offers a unique look at the partnership between Stifel and the Stifel U.S. Ski Team, including stories from the World Cup circuit and the impact the sponsorship has had on both the sport and Mikaela personally. Throughout the conversation, Shiffrin and Kruszewski reflect on what motivates them to pursue excellence in their respective fields while striving to maintain balance along the way.

Presented by Stifel, the episode closes out the first season of What’s the Point with an engaging discussion on achievement, purpose, and the pursuit of greatness—on and off the slopes.