Breaking Up with Should

should. should've. shouldn’t have. shame. it's time to leave them behind and choose something better.

I didn’t realize how often I told myself what I should be doing—until I noticed how heavy it felt.

It was subtle at first.
Just quiet, passing thoughts.

I should have gotten up earlier.
I should be more patient.
I should have done more with the kids today.
I should be further along in my healing.

It didn’t feel like pressure—it felt like responsibility. Like motivation. Like doing my best.

But day by day, should began to sound less like a helpful nudge and more like a judgment.
A constant whisper that who I was in that moment wasn’t quite enough.

It felt heavy.
And it was weighing me down.
It does weigh me down.

This is a call to me.
To you.
To all of us and our “shoulds.”
To eradicate it from our vocabulary.
To release it.

And we have to be thorough—because there are many different types of should. It can get tricky when you start wading through your thoughts and how you talk to yourself. You might think some of the shoulds are good.

Ones like:

I should add milk to the grocery list.
I should schedule the kids’ well-child appointments.
I should put these in the wash right away—the kids need them for Forest School tomorrow.

But I’m here to tell you—it’s still should.

And it can evolve so smoothly, so effortlessly, into the worst kind of should:

the should’ves.

They tend to piggyback on each other:

I should’ve already made the grocery list. Should’ve already gone to the store.
I should’ve scheduled that appointment months ago. Should’ve called yesterday when I had that extra five minutes.
I should’ve washed these earlier in the week. Should’ve already had them clean and ready.

And if you follow that train, you’ll find a caboose full of shouldn’t haves.

I shouldn’t have let the milk run out in the first place.
I shouldn’t have forgotten to schedule their well checks again—it’s just once a year and shouldn’t be that hard to remember.
I shouldn’t have waited until the night before to make sure their things for tomorrow were together and ready.

These are all interwoven—almost incestuous—with another “sh” word: shame.

And I’m here to tell you:
I’m done with that family.

I’m done letting my mind fall so quickly along the should lines and into the pit of shame.

So I’m choosing to proactively notice should—everywhere.

Just last week, I was waiting to turn onto a busy road and missed a chance to go. I sighed deeply.
“Should’ve gone,” I muttered.

But I caught it.
I felt that familiar shame creeping in—wondering if the person behind me was annoyed. I noticed it, and I said out loud,
“No. It’s okay. There will be another chance.”

And in that little moment of giving myself grace, I felt my love for myself grow.

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Because there’s a difference between saying:

“I should go for a walk,”
and
“I want to move my body because it helps me feel grounded.”

One shames.
The other empowers.

I don’t need more rules. I need more grace.
I don’t need more pressure. I need more presence.

So I’m trading my shoulds for:
• I get to
• I choose to
• I want to
• I am allowed to
• I can wait until I have the capacity
• I don’t have to do it all today

This isn’t laziness. It’s liberation.

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A Gentle Prompt for You:

What’s one “should” you’ve been carrying lately?

Can you pause, notice it, and ask:

Is this voice coming from love—or from shame?

And if it’s shame…

What would it look like to speak to yourself with grace instead?