Understanding People-Pleasing and Learning to Set Boundaries

Holly Strickland • October 20, 2025

Saying No Is a Form of Self-Respect, Not Selfishness.

Boundaries are so important because they do a very critical job- they serve as a way of protecting our inner peace. 


In sessions I truly value better understanding how boundary setting can feel, or what it would be like to implement a boundary in a unique situation. 


Many of us grow up learning that being kind, helpful, and agreeable makes us a “good person”. And often, it does. But when kindness turns into a pattern of people-pleasing—saying yes when we truly want to say no, avoiding conflict at all costs, or putting others’ needs ahead of our own—we can lose ourselves in this process. A sense of guilt and anxiety can creep up, causing enmeshed personal dynamics.


People-pleasing isn’t just about being nice. It can be rooted in deeper emotional patterns, shaped by our early relationships where love or safety may have felt conditional. 


Over time, we may learn to keep the peace by staying quiet. We may not ask for what we want or need. We might constantly put others ahead of ourselves, neglecting filling up our own personal cup. 


While these behaviours can feel like strengths, they can come with deep costs to our mental and physical well-being. People pleasing can lead to experiencing exhaustion, resentment, and a loss of connection to ourselves. One of the clearest signs of chronic people-pleasing is difficulty with boundaries.


What’s one situation where you wish you had set a clearer boundary? What stopped you?”


Boundaries are the invisible lines that help us define where we end and others begin. They act as a guide in how we show up in our relationships. Boundaries are the ways we care for ourselves, and how we protect our time and energy. 


Having healthy boundaries doesn't mean we care less or that we are behaving in a “mean” way. It means we are caring responsibly, for others, and for ourselves. 


When boundaries are unclear, we can feel drained, overwhelmed, or even taken advantage of—especially in relationships where we constantly play the role of caretaker, peacekeeper, or mediator. 


Setting a boundary involves setting a clear action within your control, not with the intention of controlling other people. We decide our own boundaries, and we are not in charge of anyone else.


Some examples of boundaries might include:

  • Saying no without guilt
  • Taking time for rest, even when others want your attention
  • Speaking up when something doesn’t feel right
  • Limiting your emotional investment in relationships that feel one-sided


Why Boundaries Are Hard and Why They Matter

If you find boundary-setting difficult, you are not alone. Many of us were never taught how to say no or how to express our needs without fear of disappointing someone. If you find yourself reflecting on your boundaries, I commend you. It starts there!


It is very common to worry that setting a boundary will make us seem selfish, cold, or unkind. But here is the truth - real connection can only happen when we show up honestly and as our authentic selves. We cannot only show up the way others expect or desire us to be. We deserve to be our own person.


Boundaries create space for that honesty and acting in line with what we value. They allow us to stay grounded, present, and emotionally available without experiencing burn out.



Most importantly, please be kind to yourself in the process! Give yourself permission to have self-compassion for yourself. You are allowed to have needs and you are allowed to say no—in a way that feels best for you.


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