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The ER Moment That Exposed My People Pleasing

Amber Deibert

February 26, 2026

If you’ve ever found yourself reading the room, adjusting your behavior, or avoiding asking for what you need because you “don’t want to be a burden,” this episode is for you.

I’m unpacking why high performers, especially enterprise sellers, fall into people pleasing, how it served you once, and why it’s sabotaging your success now. 

You’ll walk away with the clarity and courage to set boundaries, speak up, and stop outsourcing your energy to everyone else.



🎯 In this episode, I riff on:

↠ Why people pleasing often starts in childhood as a survival mechanism

↠ How being a chameleon helps in sales, but comes at a hidden cost

↠ The emotional toll of constantly adapting to others' needs

↠ The burnout spiral caused by ignoring your own limits

↠ How people pleasing prevents authentic connection

↠ A powerful reframe: being yourself is the most generous thing you can do

↠ The uncomfortable (but essential) disorientation of behavior change

↠ A personal story that revealed how deeply people pleasing runs

↠ The fear of being a burden, and why it’s mostly in your head

↠ A simple challenge to start unlearning this habit: just say “yes”

↠ Why asking for what you need is a gift to you and those around you

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Amber Deibert...

Hi, I’m Amber, the go-to performance coach for enterprise tech sellers looking to ditch mindset trash, streamline their workday, and get more done with less friction. 

I’ve been coaching full-time for over 6 years, and with hundreds of sellers (1000+ sessions and counting!) under my belt. 

I know what it takes to help high performers reach new heights—and still have time to be present with your family + personal life.


I spent years in tech, myself. In roles like Learning & Development, Leadership, Sales Enablement, and System Administration. 


I know what it’s like to manage a mile-long to-do list and the pressure of being a top performer at a rocketship startup. 


I’ve also been where my clients are: overwhelmed, unsure of myself, and thinking everyone around me was naturally more confident and driven. 


But here's the thing—confidence isn’t about being born with it. It’s about having the right mindset and habits to back yourself up. 


That’s where I come in.