The Secret to Leading Long: Trust, Empathy & Knowing When to Ask for Help: An Interview with Wendi Harrelson episode artwork

EPISODE · Apr 14, 2026 · 39 MIN

The Secret to Leading Long: Trust, Empathy & Knowing When to Ask for Help: An Interview with Wendi Harrelson

from TheUPside Podcast · host Theresa Flood

What does it take to lead for 35 years and still love what you do? Theresa sits down with Wendy Harrelson, Divisional Leader for the Central Division and one of Keller Williams' most decorated leaders, for a conversation that is as honest as it is inspiring.Wendy's journey didn't start with a master plan. It started with a real estate book at an Eckerd's drugstore and a phone call that changed everything. From there, she built a career defined not by titles but by relationships, the kind that last decades, survive hard seasons, and come full circle in the most beautiful ways.In this episode, Wendy and Theresa dig into what separates leaders who last from those who burn out, why listening is the most underrated leadership skill, and how owning your mistakes can actually build more trust than never making them. Wendy also gets real about the loneliness of leadership, the danger of bitterness, and why the thank-yous you give should always outnumber the ones you receive.If you are leading a team, building a business, or just trying to figure out how to keep going when the going gets hard, this one is for you.Listen now and keep living on TheUPside.

Episode metadata supplied by the publisher feed · Published Apr 14, 2026

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What does it take to lead for 35 years and still love what you do? Theresa sits down with Wendy Harrelson, Divisional Leader for the Central Division and one of Keller Williams' most decorated leaders, for a conversation that is as honest as it is inspiring. Wendy's journey didn't start with a master plan. It started with a real estate book at an Eckerd's drugstore and a phone call that changed everything. From there, she built a career defined not by titles but by relationships, the kind tha...

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The Secret to Leading Long: Trust, Empathy & Knowing When to Ask for Help: An Interview with Wendi Harrelson

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