Managing Expectations Without Being a People Pleaser #109

Managing Expectations Without Being a People Pleaser #109

June 29, 2026 · 22 min · Episode 109

About this episode

Gary and George discuss the balance between managing expectations and avoiding people-pleasing behaviors in a professional context.

In this "Walk & Talk" episode, Gary and George tackle the fine line between professionally managing expectations and falling into the people-pleasing trap. It’s incredibly easy to promise the world to avoid disappointing a client or a boss, but kicking the can down the road with unrealistic deadlines always bites you in the end. Gary breaks down why delivering bad news honestly is the ultimate trust-builder. We explore how to "clean your own house" so you can push back constructively, why...

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