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Are “Shoulds” and Expectations Diminishing Your Quality of Life?

by Erica Mattison MPA JD
Jun 08, 2026
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Sometimes the expectations come from other people.

Sometimes they come from old versions of you.

You “should” be married by now.

You “should” have kids.

You “should” be further along.

You “should” have a more impressive-sounding title.

You “should” have a “stable” job.

You “should” feel grateful for the job you have.

You “should” want the life you worked so hard to build.

The problem with “should” is that it can sound responsible while slowly disconnecting you from yourself.

Of course, responsibilities matter. Relationships matter. Financial realities matter.

But your happiness matters, too.

When Expectations Start Running the Show

Expectations are not always bad.

Some expectations can help us grow, follow through, take responsibility, and become more honest with ourselves about what we want.

But other expectations can become heavy.

They can make you feel behind, even when you are doing your best.

They can make you question your own timing.

They can make you stay in a job, relationship, role, identity, or version of life that no longer fits because changing course feels like disappointing someone.

Sometimes that someone is a parent, partner, friend, colleague, mentor, or community.

And sometimes that someone is you.

The Hardest Expectations to Question

Your own expectations can be especially hard to examine because they often sound like ambition, discipline, loyalty, practicality, maturity, or gratitude.

You may have worked hard to build the life you have now.

You may have invested years in a career path, relationship, degree, organization, or identity.

You may have told yourself a certain story for so long that questioning that story feels uncomfortable, disorienting, or even ungrateful.

But changing your mind does not mean you failed.

Wanting something different does not mean your previous choices were wrong.

Recognizing that something no longer fits does not mean you are irresponsible.

Sometimes growth requires noticing when an old expectation is keeping you committed to a version of life that no longer supports your well-being.

A Better Question

Instead of asking:

What “should” I do?

Try asking:

What would I choose if I could be thoughtful, responsible, and kind without abandoning my own happiness?

That question does not give you permission to ignore consequences.

That question gives you permission to include yourself in the decision.

A Reflection for You

Where are “shoulds” shaping your choices right now?

Are they helping you live with more clarity, purpose, and integrity?

Or are they diminishing your quality of life?

You do not need to overturn your life overnight.

But you can begin by noticing which expectations still serve you and which ones may need to be questioned.

That noticing matters.

Because meaningful work, healthy leadership, and a life that feels like yours rarely come from following every “should.”

They come from learning how to listen more honestly to what is true now.

Want Support Sorting Through What Still Fits?

If you are questioning old expectations around your career, leadership, identity, or next chapter, coaching can help you slow down, get honest, and make thoughtful decisions with more clarity.

You do not have to figure everything out on your own.

Start by exploring coaching options here:

Explore coaching plans here ➔

Erica Mattison, MPA, JD
Executive Coach

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