Engineering Love

Boundaries Without Guilt: People-Pleasing, Family Estrangement, and Relationship Triggers


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In Episode 5, Kim answers listener questions about boundaries in family and romantic relationships, people-pleasing, guilt, and the emotional fallout of avoiding conflict.

This episode breaks down why boundaries feel so threatening for people pleasers, how guilt gets wired into saying no, and why resentment is often the first signal that a boundary is needed. Kim walks through boundaries not as rules or ultimatums, but as a skill rooted in self-trust, emotional awareness, and realistic expectations of others.

Topics include navigating estranged family relationships without becoming the go-between, understanding micro-violence and triggers in couples conflict, and learning how to tolerate disappointment in others without collapsing into guilt or self-abandonment.

–––––––––––––––––– Time Stamps & Topics

00:00 – Listener questions preview • Managing estranged family relationships • Boundaries in romantic relationships and micro-violence • People-pleasing and guilt

00:39 – Why boundaries are a people pleaser's worst nightmare 01:13 – The subconscious purpose of not setting boundaries 01:36 – How people-pleasing keeps peace and avoids abandonment 02:05 – Why new behaviors must outweigh old coping strategies 02:35 – Core beliefs that block boundary-setting 03:00 – Guilt, conditioning, and fear of punishment 03:25 – Assertiveness vs deeper self-worth beliefs

03:57 – Knowing what you want before setting boundaries 04:22 – Resentment as a boundary litmus test 05:02 – How resentment poisons relationships over time

05:56 – Question 1: Being stuck between estranged family members 06:44 – The role of the middle person and hidden costs 07:08 – Deciding your limits as a go-between 07:50 – Why it's not your job to repair others' relationships 08:15 – Identity, value, and being needed 08:51 – Unfinished business and personal resentment 09:44 – Letting adults carry their own accountability 10:30 – Practicing and enforcing family boundaries

11:05 – Question 2: Boundaries and micro-violence in a relationship 11:30 – Focusing on triggers instead of rules 12:23 – Projections vs transference in conflict 13:15 – Childhood patterns and learned communication 13:57 – Empathy as the antidote to escalation 14:54 – Unprocessed trauma and volatility

15:48 – Question 3: People-pleasing and guilt after setting boundaries 16:44 – Why guilt assumes others don't care about you 17:29 – Learning to tolerate disappointment 17:53 – Challenging irrational inner dialogue 18:43 – Fear of rejection and early abandonment 19:38 – Re-orienting to the present instead of childhood fear 20:28 – Receiving love without earning it 21:43 – Letting evidence of support rewire old beliefs 22:13 – Why boundaries feel harder before they feel easier

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This episode is especially relevant if you struggle with guilt after saying no, feel responsible for keeping the peace, or notice resentment building in your relationships.

Kim's website: https://www.kimpolinder.com/

Kim's Instagram: https://www.instagram.com/kp_counseling/

Kim's YouTube: https://www.youtube.com/@engineeringlovepodcast

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Engineering LoveBy Kim Polinder

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