How to Set Boundaries Without Feeling Guilty

The Advisor with Stacey Chillemi · Apr 28, 2026 · 36m

You say yes and immediately feel the resentment rising. You say no and spend the next hour over-explaining, apologizing, and second-guessing yourself. That exhausting loop is not a personality flaw. It is what happens when you were taught — directly or silently — that your needs matter less than everyone else's comfort. Kamini Wood works with exactly that pattern — the people-pleasing, the over-giving, the burnout that follows when you keep abandoning yourself to keep the peace. What she has found at the root of why boundaries feel so hard will make you realize the guilt was never really…