From Where Success Meets Success, with Ron Kruszewski | WTP with Mikaela Ep. 12 · · Mikaela Shiffrin
“I get asked this question a lot and then I'll answer it this way. I'll say, 'What do you why do you retire?' If you really ask yourself, why do you retire? And many people will say, 'Well, because I want to do something that I love.' All right? And well, whatever that might be, you you want to do what you love. Well, it might be in some ways weird to be able to say this, but I do what I love. I love uh being able to uh lead. I love being able to get to know you, get the ski team. All of the things that I do day-to-day in my life, I love. So, as long as I have my wits about me and my partners don't want to kick me out, I have no plans to retire because what would I do?”
On , Ronald Kruszewski, Chairman & Chief Executive Officer at STIFEL FINANCIAL CORP, spoke about retirement during Where Success Meets Success, with Ron Kruszewski | WTP with Mikaela Ep. 12 on Mikaela Shiffrin.
In a May 2026 podcast appearance, Kruszewski discussed his philosophy on retirement, stating that he does what he loves and therefore does not see a reason to retire. He also offered investing advice to young people, emphasizing the difference between compounding and consumption, and cautioned that some young people are confusing gambling with investing. Reflecting on his tenure at Stifel, he said the company grew from a $40 million market cap to $13 billion and from $100 million in revenue to $6 billion. In a June 2025 interview, Kruszewski described Stifel's sponsorship strategy as a form of patronage, comparing it to the Medici family's support of the arts in Florence. He said that associating with athletes and the arts gives Stifel a "backsplash" of being a fun and creative firm, which he noted is not typically associated with financial companies. He also discussed rebranding the U.S. Ski Team as the Stifel U.S. Ski Team, calling it an "unbelievable situation," and expressed support for continued patronage in St. Louis, including for the arts organization COCA.