Episode Summary
Molly Stewart started in insurance just four days after her 16th birthday, and 27 years later, she is the Director of Sales and Distribution at Highstreet Insurance Partners, and she continues to pass on the vital information she has learned along the way. Molly looks back at the mentor who took a chance on her, the district manager who told her at 21 she would never make it, and the dollar bill taped under her chair at her first sales training, and discusses how the “prove them wrong” fuel worked for her. She also acknowledges that this advice does not work for everyone, and what it truly means to coach each person with a different strategy. Molly opens up about helping her daughter Avery publish books written about living with anxiety, and explains how anxiety can show up in the most mysterious ways. Listen in to learn more about the next generation entering the industry, the mentorship that is needed, and why it is okay for your life to form outside of your career.
Meet molly stewart
Molly Stewart is a passionate sales leader known for motivating teams, navigating challenges, and building strong, growth-oriented cultures through a collaborative and people-first approach. As Director of Sales & Distribution with Highstreet Insurance Partners, she brings over two decades of hands-on industry experience. Her career has spanned agency ownership, sales leadership, training, and business development. Giving her a uniquely broad perspective on growth and organizational success. Outside of work, Molly is a proud mom to three busy kids - Avery (11), Tatum (9), and Easton (7) - and shares carpool duty with her husband of 12 years, Troy. Faith and family keep her grounded, and she's always working towards that perfect balance of being able to do it all.
pRESENTED BY WESTFIELD
Bound & Determined℠ Midwest Live is presented by Westfield. Westfield is a property and casualty insurance company with more than 175 years of helping people protect what matters most - and a long tradition of creating spaces for women to connect and build community. Westfield believes that when women share their experiences and champion one another, they can inspire lasting change across the insurance industry. Learn more about Westfield.
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