It’s Your Holiday Season, Too: A Guide for People-Pleasers

Carey Milne, LMFT
Carey Milne, LMFT
Therapist
It’s Your Holiday Season, Too: A Guide  for People-Pleasers

The holidays are supposed to bring joy, connection, and excitement, but they can also  leave us feeling depleted, overwhelmed, or stretched too thin. This tends to land  hardest on the people who fall naturally into people-pleasing or caregiving roles. If  you’re the one who takes on the responsibility of keeping the peace (absorbing  offensive comments, smoothing tension, or stepping in to make sure everyone else  feels comfortable—you know who you are), I’m talking to you.  

People-pleasers often carry the emotional weight of this season. You might be the one  coordinating schedules, buying thoughtful gifts for everyone, and running most of the  errands. You often say yes before you’ve even had a moment to think about whether  you really want to or not.  

It can feel much easier in the moment to avoid the brief discomfort of disappointing  someone, but the cost usually shows up later: resentment, exhaustion, or the quiet  frustration of realizing you abandoned yourself to keep someone else comfortable… again.  

One of my favorite Brené Brown quotes says, “I choose discomfort in the moment  instead of resentment later.” For many people-pleasers, resentment doesn’t always  show up as anger toward others. It shows up as a sinking “why did I agree to that?” or  that familiar feeling of being upset with yourself because you went along with something  only to avoid conflict, awkwardness, or heaven forbid…disappointing others. You don’t  want to upset anyone, so you jump in and agree to do the thing and now you regret it.  You realize too late that you betrayed your own needs. 

This year, I want you to keep something in mind: These are your holidays, too.  

When you run yourself ragged to ensure everyone else is having a good time, you’re  not actually helping anyone. You’re offering an inauthentic, performative version of  yourself – one that’s destined to crash and burn.  

Reflecting on What You Want This Year 

May I suggest taking a moment to ask yourself some important (and maybe foreign) questions? What would make this season enjoyable or meaningful for you? What would  feel nourishing? Depleting? Many people-pleasers don’t pause to consider their own  preferences because they’re so focused on anticipating everyone else’s. But identifying  what you want (even practicing this) gives you some direction when you’re tempted to  say yes out of obligation instead of genuine desire.

The Hidden Function of People-Pleasing

People pleasing isn’t just about showing kindness – it has a function. For many of us  (recovering people pleaser here), it became a way to manage anxiety, avoid conflict, or  feel safe in unpredictable environments. It created the illusion that if we worked hard  enough and anticipated everyone’s needs, then nothing bad would happen. 

It provided  a sense of control, which now leaves us exhausted and isn’t likely sustainable. We  learned this somewhere and we became comfortable in this role…and it maybe it  seemed like it worked for a while.  

Expecting Old Patterns (and Having a Plan)

Families are usually predictable in ways that can be both comforting and challenging.  Most of us can anticipate certain comments or behaviors long before we sit down for  that holiday dinner. Preparing for some of those interactions can provide some  steadiness and direction. 

Given his track record, Uncle Joe will mostly likely make another racist comment at  dinner. Maybe someone at the table makes a judgmental comment about your son’s tattoos (this happens to my son at least once over the holidays). And Aunt Peggy continues to ask why you stopped coming to church…every year.  

Expecting these moments and planning ahead a little allows you to think ahead and  have a loose plan. How do you want to respond this year instead of being caught off  guard or slipping back into “keep the peace” mode?  

Practice Helps More Than You Think

People-pleasers often freeze when trying to set boundaries because it’s new, unfamiliar,  and can feel unsafe to the nervous system (remember, we’re used to equating people pleasing with emotional safety). Practicing how we want to respond can feel slightly  terrifying, but empowering. I encourage my clients to rehearse in a mirror, record a voice  memo and listen, or practice their response aloud in the car. This can build a little  confidence before you’re in that predictable situation.  

Practicing confident body language can help too. Try standing up straight, keep your  shoulders back, lift your chin, and practice speaking in a steady, confident voice, even if  it’s super uncomfortable. Your nonverbal communication has more impact than you  realize. Short and simple is your friend here, too. John and Julie Gottman talk about  using the “3 S’s” when having a difficult conversation or setting a boundary: think  simple, slow, and soft. Remember that you can be assertive and calm at the same time.  

Some phrases you might consider rehearsing can be as simple as:  

  • “I’m not discussing that.”  
  • “I’d prefer to change the subject.” 
  • “That comment isn’t okay with me.”  
  • “I’m not engaging in this conversation right now.”  

Why Pushback Happens (and Why It’s Actually a Good  Sign)

When you’ve spent years being the peacemaker, the shift toward setting boundaries  may be surprising or uncomfortable to others. This isn’t because your boundary is  wrong or unreasonable. It’s because you’re disrupting a pattern that the family system  has come to rely on.  

Most people instinctively return to familiar dynamics, even when they aren’t healthy. It’s  human nature to do what we know. So if you respond differently (setting a new  boundary) and someone seems annoyed, confused, or pushes back, it doesn’t mean  you’ve done something wrong. In fact, it can be a solid sign that you’re doing something  right.  

Expect the discomfort. Expect the moment where someone acts as if you are the issue  simply because you’ve stepped out of the old role. This feeling is part of growth. You are  choosing to step out of something that has long been rehearsed, and that is a  meaningful but difficult shift.

Pick Your Battles With Intention

There’s wisdom in choosing where you want to invest your energy. What’s worth  speaking up about will look different for everyone. I can take a snarky comment from  Aunt Peggy about my outfit. But if the conversation turns toward questioning my church  attendance or anyone criticizes my kids, I speak up.  

YOU get to discern whether you speak up or make the intentional choice to not take the  bait. And remember, you can communicate respectfully and thoughtfully, but you cannot  control how others will respond. Their reaction is theirs to manage, not yours.

Build In Breaks

I often suggest my clients have a self care plan that includes “breathers” and sometime  self-soothing activities, especially if making out of town visits. These breaks help you  stay regulated and preserve your capacity to show up authentically. Some grounding  options can include stepping outside for some fresh air, taking a bathroom break for a  reset, walking around the block, sitting quietly in your car, or even going on a little drive  (my personal favorite).  

Use whatever small rituals soothe you. For some creative and/or neurodivergent  individuals, bringing a tactile grounding project like crochet or drawing can be incredibly  helpful.  

Small Boundaries Create Big Momentum

Here’s the good news: boundary setting gets a lot easier with time and practice.  Momentum is powerful and making small changes really adds up. Look for opportunities  to practice assertiveness and speak up more. Let the barista know your order was  made incorrectly. Say, “Actually, now’s not a good time,” when someone tries to  schedule something with you that doesn’t work. And if all of this feels like too much right  now, I often suggest to my clients that saying, “I don’t know. Let me check on this and  get back to you” is a great way to pause and reflect until you’re ready to answer honestly.

Final Thoughts

As you move into this holiday season, remember that you deserve to take up space just  as much as the others sitting at the table. You are not responsible for managing the  feelings, choices, or behaviors of everyone around you. This takes such a toll on your  mental health. And this one is black and white: You don’t need to absorb or tolerate  anything that harms you or those you love. Saying “no” or simply leaving is sometimes  the best choice you can make.  

At any point this season, you’re allowed to pause, recalibrate, and change your mind. If  something feels “off”, listen to it. You’re allowed to disappoint people. You’re allowed to  build traditions that feel grounding rather than draining.This time of year is not a test of  how well you can accommodate everyone else. May you give the truest gift this season:  the gift of your authentic, fully present, and imperfect self.