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Episode 88 | How to Stop People-Pleasing Without Feeling Guilty with Cheryl Donaldson
29 October 2026

Episode 88 | How to Stop People-Pleasing Without Feeling Guilty with Cheryl Donaldson

Mpowered Living with Ann Sheu

About

Why is it so hard to say no, even when you know you're taking on more than you want to?

People-pleasing often comes from a desire to be helpful, dependable, or avoid disappointing others. But when saying yes becomes automatic, it can lead to overcommitment, frustration, and resentment. And even when we recognize the pattern, setting boundaries can bring up feelings of guilt.

In this episode of Mpowered Living, host Ann Sheu welcomes Cheryl Donaldson, a therapist, executive coach, and leadership development consultant with 30 years of experience.

Ann and Cheryl explore why people-pleasing can be so difficult to change, how expectations and old patterns shape our decisions, and what happens when we lose touch with what we genuinely want.

Their conversation also goes beyond boundaries to examine the difference between acting from fear and acting from clarity, the importance of self-awareness, and how staying true to ourselves can affect our relationships with others.

In this episode, they discuss:

    Why saying yes when you want to say no can lead to resentmentHow guilt and the fear of disappointing others make setting boundaries difficultRecognizing physical and emotional signals that something doesn't feel rightWhy knowing what you want doesn't always make it easier to act on itHow personal clarity can become rigidity when we're afraid our perspective won't be valuedWhat it means to be authentic while remaining compassionate and connected to others

Cheryl also introduces her Leading from the Soul philosophy, which explores how people can reconnect with their deeper sense of self rather than allowing fear, old messages, and external expectations to direct their choices.

She discusses the importance of slowing down, paying attention to what we're experiencing, and recognizing the patterns that influence our responses. These ideas are especially relevant when we're trying to balance our own needs with the expectations and responsibilities we carry.

Whether you're a leader managing competing demands, someone who struggles to say no without feeling guilty, or simply trying to make decisions that better reflect what matters to you, this episode offers a thoughtful conversation about people-pleasing, boundaries, self-awareness, and relationships.

Connect with Cheryl Donaldson:

Website: https://cheryldonaldson.com

LinkedIn: https://www.linkedin.com/in/cheryl-donaldson-ma-lmft-lcpc-3b9254292/

Instagram: https://www.instagram.com/cheryl.donaldson_lmft/