Jenn Wynn

Former Director of Education at the Obama Foundation | Professor | Leadership Coach

253. Top 10: The Best Communication Tips from 2025

Dec. 30, 2025

253. Top 10: The Best Communication Tips from 2025

Our 10 favorite communication insights from 2025.

Guests: Muriel Wilkins , Peter D Sagal , Laurie Santos , Arthur C. Brooks , Matt Lieberman , Ada Aka , Christopher Voss , Alex Rodriguez , Richard Edelman , Jenn Wynn , Gina Bianchini

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250. How to Navigate Conflict: Tools For Productive Communication

Dec. 16, 2025

250. How to Navigate Conflict: Tools For Productive Communication

Celebrate our 250th episode with expert strategies that make tough conversations easier — and more meaningful.

Guests: Julia Minson , Amy Gallo , Joseph Grenny , Jenn Wynn

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222. Discussing Through Discomfort: Why the Conversations You Avoid Cost You the Most

Aug. 12, 2025

222. Discussing Through Discomfort: Why the Conversations You Avoid Cost You the Most

Some conversations are uncomfortable, but avoiding them comes with a cost.

Guest: Jenn Wynn

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