After years of people pleasing, I’ve finally learned how to put myself first. Here are 7 struggles nobody warns you about.

Isabella Chase by Isabella Chase | December 1, 2025, 7:16 pm

The first time I said no to something I didn’t want to do, my hands were shaking.

It was a simple request from a friend, nothing unreasonable, but I’d spent thirty-four years automatically saying yes to everything anyone asked of me.

Saying no felt like I was doing something morally wrong, like I was failing at being a good person.

My friend seemed surprised but fine with my response.

I, on the other hand, spent the next three hours replaying the conversation and feeling guilty.

Growing up in a household where my parents’ moods dictated everyone else’s emotional state, I learned early that my job was to keep everyone comfortable, anticipate their needs, and minimize my own impact.

That pattern followed me into adulthood, showing up in every relationship, friendship, and professional interaction.

I was exhausted from constantly managing everyone else’s feelings and neglecting my own needs, but I didn’t know how to be any other way.

Learning to put myself first has been one of the hardest things I’ve ever done.

Not because it’s complicated, but because it requires unlearning decades of conditioning that taught me my value lies in how useful I am to others.

These seven struggles are the things no one warned me about when I started prioritizing myself after years of people pleasing.

1) The guilt feels unbearable at first, even when you’re doing nothing wrong

The guilt was the hardest part and the thing I was least prepared for.

Every time I set a boundary, declined a request, or chose my own needs over someone else’s convenience, I felt like I’d done something terrible.

Not just mild discomfort, actual crushing guilt that would last for hours or days.

I’d say no to plans I didn’t want to make and then spend the entire evening convinced I’d damaged the friendship irreparably.

The rational part of my brain knew I wasn’t doing anything wrong, but the emotional response was overwhelming.

What helped was recognizing that the guilt was a conditioned response, not accurate information about my behavior.

My nervous system had been trained to interpret prioritizing myself as dangerous because in my childhood, it often was.

The guilt wasn’t telling me I was being selfish, it was just signaling that I was doing something different from my usual pattern.

Over time, the guilt lessened, but it took much longer than I expected.

Even now, there are moments when saying no triggers that familiar wave of guilt, and I have to remind myself it’s just old programming, not truth.

2) People who benefited from your people pleasing will not be happy about the change

I expected people to be supportive when I started setting boundaries and prioritizing my needs.

Some were, but many weren’t.

The people who’d gotten used to me always being available, always saying yes, always accommodating their needs suddenly had to adjust to a version of me who sometimes said no.

They didn’t like it.

Some friends pulled away when I stopped being endlessly available for emotional support.

A few colleagues seemed annoyed when I stopped taking on extra work that wasn’t my responsibility.

This was painful because it revealed which relationships were based on genuine care versus which ones were based on what I provided.

The friendships that survived my transition away from people pleasing became deeper and more authentic.

The ones that didn’t survive probably weren’t as solid as I thought they were.

Losing relationships because you stopped over-functioning in them hurts, but it also clarifies who actually values you versus who values your usefulness.

3) You’ll have to learn what you actually want, which is harder than it sounds

After years of automatically prioritizing everyone else’s preferences, I realized I had no idea what I actually wanted.

Someone would ask me where I wanted to eat or what I wanted to do, and I’d draw a complete blank.

Not because I was being accommodating, but because I genuinely didn’t know.

I’d spent so long suppressing my own preferences that I’d lost access to them.

Learning to identify what I actually wanted required pausing and checking in with myself before responding, which felt awkward and slow.

“I need a minute to think about what I want” became a phrase I used constantly.

This process is ongoing.

Even now, my first instinct is often to figure out what others want rather than tuning into my own preferences.

But I’m getting better at pausing, checking in with myself, and stating what I actually want rather than defaulting to accommodation.

4) Your nervous system will fight you on this for a long time

Intellectually understanding that prioritizing yourself is healthy doesn’t mean your body agrees.

My nervous system was wired for decades to interpret setting boundaries as dangerous.

Every time I prioritized my needs, my body responded with anxiety, tension, sometimes full panic responses.

Heart racing, tight chest, racing thoughts catastrophizing about how this person would hate me now.

These physical responses made it feel like I was doing something wrong even when I rationally knew I wasn’t.

I’ve been reading Rudá Iandê’s new book “Laughing in the Face of Chaos: A Politically Incorrect Shamanic Guide for Modern Life,” and his insight that “Your body is not just a vessel, but a sacred universe unto itself, a microcosm of the vast intelligence and creativity that permeates all of existence” completely reframed how I understood these physical responses.

My body wasn’t betraying me with anxiety, it was communicating based on what it had learned to keep me safe.

I had to learn that my nervous system needed time to recalibrate, to learn through repeated experience that prioritizing myself wasn’t actually dangerous.

This meant doing the thing that felt scary and then managing the uncomfortable physical sensations that followed.

Over time, the anxiety decreased as my nervous system gathered evidence that setting boundaries didn’t lead to catastrophe.

5) You’ll mourn the version of yourself who made everyone else comfortable

There was something almost comforting about being the person who always accommodated everyone else.

It was exhausting, but it was also familiar and came with certain rewards: people liked me, needed me, appreciated how easy I was to be around.

When I stopped people pleasing, I had to grieve that version of myself and the social ease that came with it.

The new version who had boundaries and needs was more authentic but also more challenging for others to be around.

This mourning process surprised me because I’d assumed I’d just feel relief at finally prioritizing myself.

Instead, there was genuine grief for the identity I was leaving behind, even though maintaining it had been slowly destroying me.

I had to accept that being authentic meant being liked by fewer people but known more deeply by those who stayed.

6) People will call you selfish, and you’ll have to be okay with that

The first time someone called me selfish for setting a boundary, it felt devastating.

I’d spent my entire life trying to be the opposite of selfish, and being labeled that way felt like proof I’d gone too far.

But here’s what I learned: people who benefited from your people pleasing will often call boundary-setting “selfish” because it no longer serves them.

Being called selfish doesn’t mean you’re being selfish.

It often just means you’re no longer being self-sacrificing, and the person benefiting from your self-sacrifice is unhappy about the change.

I had to develop the capacity to hear that accusation without immediately backing down or over-explaining myself.

Sometimes prioritizing yourself will look like selfishness to people who are used to you prioritizing them.

That’s their discomfort to manage, not yours to prevent.

7) You’ll realize how much energy you have when you’re not managing everyone else’s emotions

The most surprising thing about stopping people pleasing was discovering how much energy I’d been spending on managing other people’s emotional states.

Constantly monitoring moods, anticipating needs, adjusting my behavior to keep everyone comfortable took enormous amounts of energy I didn’t even realize I was expending.

When I stopped doing that, suddenly I had capacity for things I’d convinced myself I didn’t have time or energy for.

Writing more, deeper meditation practice, actually enjoying social interactions instead of just performing helpfulness through them.

I’d spent years feeling exhausted and assuming that was just how life felt.

Turns out a significant portion of that exhaustion came from the invisible labor of managing everyone else’s feelings while neglecting my own.

Final thoughts

Learning to put yourself first after years of people pleasing isn’t a simple shift from one behavior to another.

It’s a complete rewiring of how you relate to yourself and others, and that rewiring is uncomfortable, slow, and often lonely.

I’m still learning, still catching myself falling into old patterns, still working on tolerating the discomfort that comes with prioritizing my own needs.

But the version of my life I’m building now, where my needs matter as much as everyone else’s, is infinitely better than the one where I disappeared to make everyone else comfortable.

If you’re in the process of unlearning people pleasing, know that the struggles are normal, the guilt doesn’t mean you’re doing something wrong, and the discomfort is temporary while the benefits are lasting.

The people who truly care about you will adjust to your boundaries.

The ones who don’t weren’t as invested in your wellbeing as you thought.

What has been the hardest part of learning to prioritize yourself after years of people pleasing?