Stop Drifting. Start Living on Purpose. Dana Gentry on TheUPside episode artwork

EPISODE · Jun 16, 2026 · 52 MIN

Stop Drifting. Start Living on Purpose. Dana Gentry on TheUPside

from TheUPside Podcast · host Theresa Flood

Have you ever felt like you are just drifting through life, even when things look good on the outside? That was exactly where today's guest, Dana Gentry, found herself before everything changed.Dana is a former mega agent, Keller Williams operating partner, senior culture advisor for Keller Williams, and now a bestselling author. She sat down with Theresa to talk about what it actually means to live an intentional life and why most of us are closer to a breakthrough than we think.In this conversation, Dana shares how she went from feeling semi-successful and unfulfilled to building a life with real direction and momentum. She talks about the number one thing she had to get a grip on first, why saying yes to everything nearly cost her everything, and the momentum equation she has lived by for years.You will also hear the story behind the five yard line versus the fifty yard line and why that one idea might be exactly what you need to keep going right now.This one is for anyone who is in the gradually and wondering if the suddenly is ever going to show up.

Episode metadata supplied by the publisher feed · Published Jun 16, 2026

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Have you ever felt like you are just drifting through life, even when things look good on the outside? That was exactly where today's guest, Dana Gentry, found herself before everything changed. Dana is a former mega agent, Keller Williams operating partner, senior culture advisor for Keller Williams, and now a bestselling author. She sat down with Theresa to talk about what it actually means to live an intentional life and why most of us are closer to a breakthrough than we think. In this co...

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Stop Drifting. Start Living on Purpose. Dana Gentry on TheUPside

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