Wine Down With Kev: 50 Agents In 50 States Episode 52 Kristin Kasel & Jeremy Olson

In this episode of Wine Down With Kev, Kevin sits down with Kristin Kasel and Jeremy Olson, the duo behind Insurance Role Play, a training platform built to sharpen sales skills, boost confidence, and help agents win real conversations — not just memorize scripts. Kristin and Jeremy share why role play is still one of the most underused (and misunderstood) tools in insurance sales. They break down how consistent practice builds confidence, how mindset impacts performance, and why agents who train intentionally outperform those who rely on talent alone. Grab a glass and join us as we dive into this inspiring story of resilience, dedication, and success. Don’t miss this episode!