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Two Tools To Stop “Shoulding” On Yourself.

In the style of hiroshi sugimoto for maximum mini
In the style of hiroshi sugimoto for maximum mini

Two Tools To Stop “Shoulding” On Yourself.

In the style of hiroshi sugimoto for maximum mini

RELATIONAL TRAUMA

Two Tools To Stop “Shoulding” On Yourself.

SUMMARY

“I should have gotten my adulting stuff together by now — I’m so far behind.” ‘Shoulding’ — the relentless inner voice that tells you you’re not doing or being enough — is one of the most painful and persistent legacies of relational trauma and childhood attachment wounds.

“I should have gotten my adulting stuff together by now — I’m so far behind.”

SUMMARY

‘Shoulding’ — the relentless inner voice that tells you you’re not doing or being enough — is one of the most painful and persistent legacies of relational trauma and childhood attachment wounds. These two practical tools help ambitious women interrupt the pattern and relate to themselves with more honesty and care.

Definition

Internalized Critic: The internalized voice of early criticism, perfectionism, or conditional love that plays on repeat — telling you what you should be, do, or feel. For many driven women, this voice was adaptive in childhood (it helped you earn safety or approval) but becomes chronically dysregulating in adult life.

“I should have a husband and babies by now, right? All my college girlfriends do.”

“Don’t most people know by age 30 what it is they want to do with their lives? I should know what I want to be when I grow up by now!”

New Year’s, while one of my favorite holidays in the calendar, can be a particularly triggering time for “shoulding” on yourself. As in, “I should be further along and I can’t believe I’m still working on [fill in the blank].”

Reviewing all of your life areas and carefully crafting your annual goals can be a terrific exercise in going after your dreams.

DEFINITION
RELATIONAL TRAUMA

Relational trauma refers to psychological injury that occurs within the context of important relationships, particularly those with primary caregivers during childhood. Unlike single-incident trauma, relational trauma involves repeated experiences of emotional neglect, inconsistency, manipulation, or abuse within bonds where safety and trust should have been foundational.

And it can also turn into a bit of a self-flagellation when we catch ourselves bemoaning where we are, longing to be somewhere different, and comparing ourselves to others both real and imagined.

From believing we “should” have sorted out our career by now to imagining we “should” already be married to the love of our life and making fat, healthy babies with them, for some of us, dreaming and annual goal setting can quickly turn into “shoulding” all over ourselves.

(I wonder if you can relate? I mean, I know I’m certainly not immune to this kind of thinking…)

So what’s to do about it? How can we challenge those self-critical thoughts that tell us we “should” be somewhere other than where we are?

I have two tools – two questions, really – that I want to share with you that might help you stop “shoulding” all over yourself.

Tool #1 for challenging the “shoulds”: Pressure test “should” v.s. want.

“The wound is the place where the Light enters you.”

RUMI

As my clients well know, “should” is basically a four-letter word in my therapy office.

Should essentially means we’re using an external marker, an outside expectation, versus being present to our own authentic desires.

When my clients use the phrase “I should be [fill in the blank]”, I’ll interrupt them and ask an important question, “Okay, you think you should be that. But is that what you actually want to be?”

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So when you catch yourself shoulding on yourself, please stop and pressure test it by asking this same question: is it a should you imagine you’re expected to do, or is it a true, deep longing, an actual WANT of yours?

And pay particular attention to whether the “want” of that thing shows up as a thought in your head or a feeling in your body.

Maybe in your chest or belly. If it’s a head-centered thought of wanting, it’s more likely still a “should.” If it’s a sensation that’s coming from your body (anywhere below your head!), then it’s most likely an actual want of yours.

And if it is an actual want of yours, a deep longing, or even a jealousy that’s being triggered, that’s actually really good information for you!

I’ve written about this before but I honestly don’t think jealousy is such a bad thing. All feelings have information for us. I personally think jealousy tries to steer us (albeit clumsily) towards our soul’s deep longings.

So pressure test any shoulds that show up for you by asking yourself the question. “Is this something I think I should do, or is it something I actually want to do?”

If it’s not a true want, I invite you to drop it. Why waste your life energy wishing for or working towards something you don’t actually want in the first place?

But what if it is something you truly do want and you’re stuck comparing yourself against the progress of others imagining you “should” be further along, what then? Well, then there’s another question I want you to ask yourself.

Tool #2 for challenging the “shoulds”: Are we playing on a lifelong level playing field?

If in setting your goals for the new year or any time across the rest of the year, you catch yourself comparing yourself to others and wanting what they have and imagining you should be further along like those you see around you, you simply have to remind yourself of this:

You truly have no idea what anyone else’s internal experience is like, what their background is, or what their story is. It may be completely, utterly unrealistic to compare yourself to that person.

Almost all of us occasionally tend to compare ourselves to the people we see around us — colleagues, Facebook friends, old college classmates, LinkedIn connections — and we frequently judge ourselves as falling short in our career, our love lives, our bank accounts, our general level of competent adulting, etc..

But the reality always is that we simply don’t know what other people’s whole life experiences are.

That gorgeous, smiley, yoga teacher who just became your neighbor and whose life you compare yourself to? You don’t know her story.

She may have had a healthy functional childhood, doesn’t struggle with her mental health, can count on a huge financial safety net and extensive social safety net, and may have had the advantage of adequate if not excellent teaching and mentoring from her functional parents, family friends, etc..

If this wasn’t your story or, moreover, if you have a background with any trauma, neglect, addiction, social anxiety, etc., you have to remind yourself that it’s simply not fair to compare yourself to someone who possibly didn’t have to spend so much emotional and mental energy recovering from her childhood simply to make it to a baseline level in life where she could even focus on certain goals.

And while this is a bit of a conflated example, my point here is that when you catch yourself comparing your life to those around you, you have to remember that you don’t know what their story is and that it’s utterly unrealistic to compare yourself to someone who probably didn’t have the same deck of cards you were dealt.

That’s why it’s critical to ask yourself this second question if you find yourself “shoulding” on yourself:

“Can I be absolutely, 100% sure that this person that I’m comparing myself to has the exact same life-long playing field as me?”

And since you basically never know what another person’s lifelong experience has looked like, since you rarely know proof-positive if you and another person are working with an even playing field, I really invite you to drop the comparison and instead reflect on how far you’ve been able to come given your own particular circumstances and remind yourself that for all you’ve been through, you’re actually doing quite well.

The only comparison that’s fruitful to make is, I believe, comparing ourselves today to ourselves a year ago, or five years ago, etc.. Compare yourself to you in the past – that’s the only comparison truly worth making because it’s the only fair comparison to make.

So how do you accept where you’re at while still giving yourself permission to strive?

Look, I think setting goals and working towards self-improvement and overall life progress is wonderful.

I would never tell you not to not to set goals and dream big. But when your goal setting and your dreaming turns into “shoulding” all over the life you have and resisting your actual reality, that can create a whole lot of mental pain.

So first of all, always catch yourself when you begin to “should” on yourself using the two tools above. But then if you still find yourself unhappy with where you’re at, ACCEPT that. Actually accept that you’re not happy with where you’re at.

I’m not asking you to fall in love with your life if there are some areas that simply feel unsatisfying to you. I’m just asking you to at least accept it. Accept that you don’t like where you’re at and then move on. Either by creating a plan for going after the thing it is you want instead, or by shifting your focus to another matter in your life.

Resisting your actual reality can cause a whole lot of emotional pain. There can actually be a lot of relief simply in acknowledging and accepting that we don’t like where we’re at.

From there, we free ourselves us to get curious about what we’d like instead, to clarify our authentic dreams and desires, and then to be curious about how we can make that happen.

So bottom line:

Challenge your “shoulding” of yourself using the two tools above, practice accepting your actual reality, and if you don’t like a part of it, by all means, dream of something different and work towards it. And if it still is not possible, if what you want isn’t going to happen for you, then, honey, you have to grieve that and then work with your new reality.

Now I’d love to hear from you in the comments below:

What’s one way you stop yourself from “shoulding” on yourself? What’s worked well for you that might be helpful to anyone else reading this blog?

Leave a message in the comments below and I’ll be sure to respond.

Here’s to healing relational trauma and creating thriving lives on solid foundations.

Warmly,

Annie

Frequently Asked Questions

DISCLAIMER: The content of this post is for psychoeducational and informational purposes only and does not constitute therapy, clinical advice, or a therapist-client relationship. For full details, please read our Medical Disclaimer. If you are in crisis, please call or text 988 (Suicide & Crisis Lifeline) or text HOME to 741741 (Crisis Text Line).

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References

  • Bowlby, J. (1988). A Secure Base: Parent-Child Attachment and Healthy Human Development. Basic Books.
  • Gilbert, P. (2010). The Compassionate Mind: A New Approach to Life’s Challenges. New Harbinger Publications.
  • Eisenberger, N. I., & Lieberman, M. D. (2004). Why rejection hurts: A common neural alarm system for physical and social pain. Trends in Cognitive Sciences.
  • Schore, A. N. (2003). Affect Dysregulation and Disorders of the Self. W. W. Norton & Company.
  • Beck, A. T. (1976). Cognitive Therapy and the Emotional Disorders. International Universities Press.
  • Linehan, M. M. (1993). Cognitive-Behavioral Treatment of Borderline Personality Disorder. Guilford Press.
  • Neff, K. D. (2011). Self-Compassion: The Proven Power of Being Kind to Yourself. William Morrow.
What does it mean to “should” yourself, and why is it so harmful?

“Shoulding” yourself is the relentless practice of measuring your thoughts, feelings, choices, and behaviors against an internal standard of how things “should” be — and then judging yourself harshly when reality falls short of that standard. “I should be further along by now.” “I shouldn’t feel this way.” “I should be able to handle this.” “I should want to spend more time with my family.” The “should” spiral is harmful for several interconnected reasons. First, it disconnects you from what is actually true in your present experience by constantly judging it against a hypothetical ideal. Second, it generates enormous shame — because should implies that what is happening now is wrong, deficient, or a reflection of your inadequacy. Third, it is almost always retrograde: you’re using your current, more evolved understanding to judge your past self who was doing the best they could with what they had then. And fourth, consistent shoulding tends to undermine rather than motivate — it produces shame spirals, avoidance, and paralysis rather than the genuine, values-aligned change most people hope the self-criticism will produce.

Where do “should” messages come from, and why are they so hard to stop?

Your “should” messages didn’t originate in your own wisdom — they were handed down to you. They came from your family of origin’s explicit and implicit standards: what your parents told you you should feel, want, achieve, or be; what was acceptable and what was met with disapproval, punishment, or withdrawal of love. They came from cultural scripts about how women should behave, how much they should accomplish, how they should look, how they should age, how they should balance ambition and care. They came from religious or community messages about what a “good” person does and feels. Over time, these external voices were internalized — you made them your own, and now they feel like your own thoughts rather than messages you absorbed. This is what makes them so hard to stop: they feel true. They feel like moral reality rather than like inherited rules that may or may not actually reflect your authentic values and needs. Disentangling the “shoulds” you truly believe in from the ones you’ve simply been carrying out of habit and conditioning is significant, liberating work.

What are the two tools for stopping the “should” spiral, and how do they work in practice?

Two foundational tools for interrupting the “should” spiral are: first, noticing and naming — and second, replacing “should” with “could” or “want.” The first tool, noticing and naming, involves developing the awareness to catch “should” language in real time, in your internal monologue and in the way you speak about yourself to others. Simply noticing “I’m shoulding myself right now” creates a tiny but crucial gap between the automatic thought and your relationship to it. You step from inside the spiral to a slightly more observant position, and from there, you have more choice. The second tool involves deliberately replacing the “should” with language that reflects either genuine possibility or authentic desire. “I should have handled that better” becomes “I could try a different approach next time.” “I should want to forgive them” becomes “I’m noticing I don’t want to forgive them yet, and I’m curious what that’s about.” This substitution isn’t about being Pollyanna — it’s about being more honest, more accurate, and more in contact with your actual experience rather than the judgmental overlay.

How is the “should” spiral connected to relational trauma and early family dynamics?

The “should” spiral is almost always rooted in early relational experiences where your authentic self — your actual feelings, needs, preferences, and pace — was not consistently welcomed or safe. In families where conditional love was the norm, where love and approval were contingent on meeting certain standards of behavior or emotional presentation, children learn very quickly to internalize those standards as a survival strategy. If being sad was met with dismissal, you learn to tell yourself you shouldn’t be sad. If being slow or uncertain was met with impatience or shame, you learn to should yourself into faster, more decisive behavior. If having needs was treated as burdensome, you learn to tell yourself you shouldn’t need so much. The “should” becomes the internalized parent — the voice that promises that if you just conform well enough to its demands, you’ll finally be acceptable, loved, and safe. In adulthood, that voice persists long after the original environment is gone. Healing the should spiral is, at its root, relational trauma work — it requires grieving the conditional environment, reconnecting with your authentic self, and gradually replacing the internal parent’s critical voice with something far kinder and more accurate.

What’s the difference between a healthy standard and a harmful “should”?

This is an important distinction, because abandoning all internal standards isn’t the goal — discernment is. A healthy standard is rooted in your own authentic values: things you genuinely care about, behaviors that align with who you truly want to be, commitments you’ve made from a place of genuine choice. When you fall short of a healthy standard, the internal response tends to be something like disappointment or motivation — “that didn’t reflect my values, and I want to do differently next time” — followed by genuine course-correction. A harmful “should,” by contrast, tends to be rooted in external conditioning, perfectionism, or shame: a demand that your feelings, your pace, your choices conform to some external or internalized standard regardless of what’s actually true or sustainable for you. When you fall short of a harmful “should,” the internal response is shame, self-attack, and demoralization — followed not by change, but by collapse. The diagnostic question is: does this standard energize me toward growth, or does it generate shame that keeps me stuck? Genuine values tend to invite you forward. Harmful shoulds tend to beat you down.

How do I know when my “shoulding” pattern requires professional support to shift?

Many people find that with awareness, intentional practice, and the two tools described above, they can begin to genuinely interrupt the should spiral over time. And for some people, the should spiral is so pervasive, so automatic, and so deeply connected to their fundamental sense of worth that working on it independently hits a ceiling. Signs that professional support would be meaningful here include: the should spiral is constant and pervasive across nearly every area of your life; it’s connected to significant anxiety, depression, or difficulty functioning; attempts to practice self-kindness consistently trigger intense discomfort, shame, or a sense of fraudulence; or you notice that the should pattern is significantly affecting your relationships, your work, or your ability to make choices that align with what you actually value. A skilled therapist — particularly one who works with relational trauma and inner critic patterns — can help you understand the developmental roots of your should spiral, work with the parts of you that still believe the critical voice is keeping you safe, and build a more authentic, compassionate, and genuinely motivating internal relationship with yourself. That work is worth doing, and you don’t have to do it alone.

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Annie Wright, LMFT -- trauma therapist and executive coach
About the Author

Annie Wright, LMFT

LMFT · Relational Trauma Specialist · W.W. Norton Author

Helping ambitious women finally feel as good as their résumé looks.

Annie Wright is a licensed psychotherapist (LMFT #95719) and trauma-informed executive coach with over 15,000 clinical hours. She works with driven, ambitious women -- including Silicon Valley leaders, physicians, and entrepreneurs -- in repairing the psychological foundations beneath their impressive lives. Annie is the founder and former CEO of Evergreen Counseling, a multimillion-dollar trauma-informed therapy center she built, scaled, and successfully exited. A regular contributor to Psychology Today, her expert commentary has appeared in Forbes, Business Insider, Inc., NBC, and The Information. She is currently writing her first book with W.W. Norton.

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