7 Lessons on Figuring Out Your Career When You Feel Lost in Your 20s

If you feel stuck, behind, or unsure what’s next, these lessons will help you see that uncertainty can actually be your biggest advantage.

By
Josh Felgoise

Oct 21, 2025

The Secret Life of Walter Mitty

Feeling Stuck Is the First Sign You’re Ready for Change

There’s a moment that sneaks up on you.

You’re not miserable. You’re not failing. You’re doing fine on paper.
But something feels off.

You stop learning. You stop asking questions. You stop feeling challenged. And one day, almost casually, the thought lands.

“Maybe you start to think, huh, I’m kind of stagnant here and I’m no longer really growing. There’s nobody here that I can learn from and I don’t really see a position that I can grow into.”

That moment isn’t a crisis.
It’s feedback.

Feeling stuck doesn’t mean you’ve failed. It means the version of you who accepted this situation has grown into someone else. And once you see that, it’s hard to pretend you don’t.

This was the same realization I unpacked in Why Do I Feel Lost In My Career? Nothing exploded. Nothing went wrong. Curiosity just quietly left the room.

When I stopped treating “stuck” like a dead end and started seeing it as a signal, everything shifted. Not all at once. But enough to know I couldn’t ignore it anymore.

You Don’t Owe a Job a Timeline

Somewhere along the way, most of us were handed the same rule.

Don’t leave before two years.
Stick it out.
It looks better.

“This two-year mark that you’re supposed to hit, that you’re supposed to wait out because someone before us decided it’s the mark of success.”

That rule was written for a different world.

Loyalty doesn’t guarantee growth. Time served doesn’t equal fulfillment. And staying longer doesn’t magically make something right if it already feels wrong.

Leaving before a milestone doesn’t make you unreliable. It means you’re paying attention. It means you care more about alignment than appearances.

I had to learn this the same way I explored in How Do I Choose a Career Path When I Have No Idea What I Want? Looking stable and feeling aligned are not the same thing.

Sometimes the most responsible thing you can do is admit that something has run its course.

Fear Is What Makes Staying Feel Logical

We like to tell ourselves we’re staying because it’s practical.

Because the timing isn’t perfect.
Because starting over sounds exhausting.
Because at least this is predictable.

But underneath all of that is fear.

“It is so much easier to stay where you are because of all of the things that you have to do to find another job.”

Fear loves routine. It convinces you that comfort is safety and that uncertainty is danger.

This is the same pattern that shows up in Why Consistency Feels So Hard Even When You Care. Staying feels disciplined, even when it’s just familiar.

But most of the time, fear shows up right before growth does.

Fear isn’t a stop sign.
It’s a signal that you’re close to something important.

Comparison Will Quietly Mess With You

This is where things get heavy.

You look around and it feels like everyone else is moving forward while you’re standing still.

“Why does it feel like they’ve had a promotion and a raise and climbed the ladder to success while I completely don’t?”

Comparison has a way of making your own progress invisible. You stop asking what you want and start measuring yourself against timelines that were never meant for you.

You’re not behind.
You’re just off script.

And being off script is usually where real change begins.

That same mental trap is something I broke down in Overcoming Gym Imposter Syndrome. Feeling behind doesn’t mean you don’t belong. It often means you’re standing at the edge of something new.

Presence beats performance. In careers, just like in life.

The Uncomfortable Middle Is Where Things Shift

There’s a space no one prepares you for.

The space between jobs.
Between identities.
Between who you thought you’d be and who you’re becoming.

“You are at what I am calling the unconventional part. The part where you don’t know what you’re supposed to do or what you want to do or what’s out there for you.”

It’s messy. It’s unclear. And it can feel terrifying.

But it’s also the most creative part of the process.

That uncertainty isn’t empty. It’s open. It’s where new ideas show up. Where curiosity starts pulling you in directions you didn’t expect.

According to Harvard Business Review, perceived learning and growth are stronger predictors of job satisfaction than salary or title. When growth stalls, disengagement follows even in “good” roles. Research summarized by Psychology Today shows the same pattern across industries.

You don’t need answers yet.
You just need to stay curious enough to keep moving.

Reframing the Unknown

There’s a quote that completely changed how I see uncertainty. It’s from Night at the Museum.

“I have no idea what I’m going to do tomorrow.”
“How exciting.”

That’s it.

How exciting.

The moment you stop treating the unknown like a threat and start seeing it as possibility, everything feels lighter. You don’t need certainty to move forward. You just need openness.

Uncertainty isn’t a void.
It’s a blank canvas.

Forward Is Still Forward

“Forward is a pace. Forward is emotion.”

You don’t need a five-year plan. You don’t need to know exactly where you’re going. You just need to keep taking honest steps.

Sending one email.
Applying for one role.
Admitting to yourself that you’re ready for something different.

Momentum isn’t built through clarity.
It’s built through movement.

Final Thought

Feeling stuck isn’t a problem.
It’s a message.

It’s the part of you that’s grown enough to know there’s more out there, even if you can’t see it yet.

You don’t need to know the destination.
You just need to trust that moving toward what feels right is enough.

That’s how real change starts.

FAQ: Feeling Stuck in Your Career

Is feeling stuck a sign I should quit my job?
Not automatically. It’s a signal to pay attention. Stuck usually means growth has slowed, not that you need to quit immediately.

What if I don’t know what I want to do next?
That’s normal. Clarity often comes from movement, not planning. Start with curiosity, not certainty.

Does leaving early hurt my résumé?
Not if you can explain it honestly. Intentional moves signal self-awareness, not instability.

What’s the first step if I feel stuck?
Admit it to yourself. Then take one small action that moves you toward learning or exploration.

If you want, the perfect next post in this arc is:

How Do I Know When It’s Time to Leave My Job?

It completes the emotional sequence without rushing the decision.