The Cool Boss Trap: Stop People-Pleasing, Start Leading
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The Cool Boss Trap: Stop People-Pleasing, Start Leading
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Ever find yourself bending over backward to be the cool boss? The one everyone likes, who’s fun, flexible, and super approachable — only to watch accountability tank, trust slip, and your own confidence take a nosedive?
In this quick cast, we’re breaking down the “Cool Boss Trap” — why it happens, how it drains your time and money, and the dead-simple step that gets you out of the pendulum swing between people-pleasing and micromanaging.
You'll learn:
✅ How trying too hard to be liked quietly erodes your team’s performance
✅ The role of clear expectations in keeping things fun and high performing
✅ How to handle tough conversations without turning into a jerk
If you’ve been struggling with slipping standards, second-guessing your leadership, or just want to finally build a team that respects you and enjoys working with you, this one’s for you.