Productivity & Habits

Why Overthinking In Your 20s Is Ruining Your Progress

Productivity & Habits

Nicki Herbert

March 25, 2026

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I'm Nicki!

Life coach for 20-somethings who helps young adults figure out adulthood without the overwhelm. Based in Richmond, VA, I work with clients nationwide through virtual coaching to build confidence, structure, and momentum in their lives.

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You’re not lazy.

You’re not unmotivated.

You’re just… stuck in your head.

You think about what you should do.
You replay conversations.
You go back and forth between options.
You try to make the right decision.

And somehow, after all that thinking… nothing actually changes.

That’s overthinking.

And it’s one of the biggest reasons so many people in their 20s feel stuck.

What Overthinking Actually Looks Like

Overthinking doesn’t always look obvious.

It’s not just sitting there staring at a wall for hours.

It shows up like:

  • researching something for days and still not deciding
  • replaying the same thoughts over and over
  • asking 5 different people for advice and still feeling unsure
  • making pros/cons lists… and then making another one
  • waiting until you feel 100% sure before you act

It feels productive.

But it’s not.

It’s just your brain trying to avoid risk, discomfort, and uncertainty

Rumination: The Loop That Keeps You Stuck

One of the biggest parts of overthinking is rumination.

This is when your brain keeps looping the same thoughts:

  • “What if I pick the wrong job?”
  • “What if I regret this?”
  • “What if I mess this up?”

You’re not solving anything.

You’re just circling the same thoughts over and over, hoping eventually they’ll magically give you clarity.

They won’t.

Rumination creates the illusion that you’re working through something, when really you’re just keeping yourself stuck in the same mental loop.

Why Overthinking Leads to Freeze Mode

At a certain point, your brain gets overwhelmed.

Too many options.
Too many what-ifs.
Too much pressure to get it right.

So what happens?

You freeze.

You don’t apply to the job.
You don’t start the thing.
You don’t make the decision.

You tell yourself:

“I just need to think about it a little more.”

But more thinking isn’t the solution.

You’re not confused because you haven’t thought enough.

You’re stuck because you haven’t moved.

Indecision Is Still a Decision

This is the part a lot of people don’t realize:

When you don’t make a decision…
you are making one.

You’re choosing:

  • to stay in the same job
  • to stay in the same routine
  • to stay in the same situation

Indecision feels safe.

But it quietly keeps you in the exact place you’re trying to get out of.

The Real Reason You’re Overthinking

Most people think they overthink because they need more information.

That’s usually not true.

You’re overthinking because:

  • you don’t want to make the wrong decision
  • you don’t want to fail
  • you don’t want to regret something
  • you want certainty before you act

Completely understandable.

But here’s the problem:

Clarity does not come from thinking.
Clarity comes from doing.

How to Break the Overthinking Cycle

You don’t need to stop thinking completely.

You just need to stop letting thinking replace action.

Here’s how to start:

1. Make the Decision “Good Enough”

You don’t need the perfect choice.

You need a next step.

Most decisions in your 20s are not permanent.

You can adjust.

You can pivot.

You can change your mind.

2. Give Yourself a Decision Deadline

If you don’t set a timeline, you’ll think about it forever.

Try:

“I’m deciding by Friday.”

Not “when I feel ready.”

Because you might never feel ready.

3. Take One Small Action Immediately

Once you decide something, do something that moves it forward.

apply to one job
sign up for the class
send the email
start the routine

Action breaks the loop.

4. Expect Discomfort

You’re not going to feel 100% confident.

That’s normal.

Confidence usually shows up after you take action, not before.

5. Stop Trying to Predict Everything

You are not supposed to have every outcome figured out.

Most of what you learn in your 20s comes from:

trying things
seeing what works
adjusting

Not from perfectly planning your life in advance.

If You Feel Stuck in Your Head

If you feel like you’re constantly overthinking, second-guessing yourself, and struggling to take action, you’re not alone.

This is something I work through with a lot of 20-somethings.

Sometimes you don’t need more advice.

You need help getting out of your head and actually moving forward.

If that’s something you’re struggling with, you can schedule a free consultation call and we can talk through what’s going on and what your next step could look like.