June 2, 2025

Is People Pleasing Holding Your Career Back?

Is People Pleasing Holding Your Career Back?

In this episode, Kaila and Kyle dive into the problems with being a “people pleaser”, and how to balance being agreeable enough while also being effective and impactful at work. Plus, Kaila introduces The Workplace People Pleasing Matrix.

00:00 Intro

00:44 Defining what “people pleasing” actually is

01:55 Why the term “people pleaser” is inflammatory

06:09 Stats on agreeableness and income

07:53 The Workplace People Pleasing Matrix

17:12 The importance of knowing when to be agreeable

19:28 The categories of people pleasers

28:38 Advice for getting into the Zone of Efficacy on the People Pleasing Matrix

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!


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