How to Know When It’s Time to Leave Your Job (And What to Do Next)
If you’re questioning whether to stay or go, it’s not because you’re lost. It’s because you finally started listening to yourself.
By
Josh Felgoise
Oct 21, 2025

The Secret Life of Walter Mitty
The Quiet Moment You Realize You’ve Stopped Growing at Work
There’s a moment that doesn’t get talked about enough.
Not the blowup.
Not the bad review.
Not the dramatic resignation email.
It’s quieter than that.
You’re sitting at your desk, answering messages you’ve answered a hundred times before, and the thought slips in without asking permission.
I’m not learning anything here anymore.
“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 thought doesn’t feel urgent at first. You push it down. You tell yourself you’re being dramatic. You remind yourself that things are fine.
But once you notice it, you can’t unsee it.
And that’s usually the answer.
You don’t need a dramatic reason to justify leaving. You don’t need burnout or a backup plan or permission. Sometimes the only honest reason is that curiosity has left the room.
Growth stops when curiosity does.
The Fear of Starting Over
The reason most people don’t leave isn’t logic. It’s 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.”
Updating your résumé. Networking. Interviews. Rejection. Explaining your story to strangers. Starting from the bottom again.
Staying feels easier, even when it’s slowly draining you. Leaving feels overwhelming, even when you know it might be right.
This is the same fear pattern that shows up in Why Consistency Feels So Hard Even When You Care. When effort turns into autopilot, staying feels productive even when it’s not moving you forward.
Here’s the truth no one tells you. The fear doesn’t disappear. You just stop letting it lead.
You don’t wait for confidence to show up before you move. Confidence shows up because you moved.
The shift happens when curiosity starts speaking louder than fear. When the question “what if this works?” finally outweighs “what if I mess this up?”
The Fear of Looking Flaky
This one sneaks in quietly.
What will this look like on my résumé?
What will people think?
Does this make me seem unreliable?
But no one is tracking your career the way you think they are.
Careers aren’t staircases. They’re messy. They’re built from side steps, pauses, pivots, and moments where you choose growth over comfort.
Some of the most fulfilled people I know have résumés that don’t follow a clean narrative. They followed learning, not rules.
Trying to make your life look good on paper is a fast way to ignore what actually feels right.
This is the same trap I fell into before realizing How Do I Choose a Career Path When I Have No Idea What I Want wasn’t about certainty. It was about alignment. Looking stable and feeling aligned are not the same thing.
Authenticity always outlasts approval.
When You Don’t Know What’s Next
This is the part that scares people the most.
What if I leave and I still don’t know what I want?
“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.”
That doesn’t mean you’re lost. It means you’re between versions of yourself.
Most clarity doesn’t come from sitting still and thinking harder. It comes from motion. From trying. From learning what doesn’t fit anymore.
Pay attention to what gives you energy again, even outside work. What you read about without forcing it. What you talk about without being asked. What makes you feel awake.
Curiosity isn’t random. It’s direction in disguise.
Research from Harvard Business Review supports this. Career satisfaction is strongly linked to perceived growth and learning, not tenure or title. When learning plateaus, disengagement follows, even in “good” jobs.
The Comparison Trap
This is where things really get heavy.
You look around and it feels like everyone else is moving forward while you’re stuck.
“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 will convince you that you’re behind when you’re actually just off script.
And being off script isn’t failure. It’s freedom.
The moment you stop asking “why don’t I have what they have?” and start asking “what do I actually want?” is the moment clarity starts coming back.
This same reframe shows up in Why You Feel Like an Imposter (And How To Change it). 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.
There Is No Perfect Choice
Here’s the uncomfortable truth.
You don’t get certainty first. You get it after.
Every meaningful decision is a test of trust. In your instincts. In your ability to adapt. In your willingness to figure things out as you go.
There is no perfect timing. There’s only your timing.
And most of the time, when something keeps tapping you on the shoulder, it’s because you’re ready to listen.
Notes From Josh
If you’re standing in that in-between space right now, give yourself more credit than you are.
Feeling unsure doesn’t mean you’re lost. It means you’re paying attention to what no longer fits.
And that awareness is usually the first real step forward.
You don’t need to know exactly where you’re going yet.
You just need to stop pretending where you are is enough.
That’s where real change starts.
FAQ: Feeling Stuck at Work
How do I know if I’ve stopped growing at my job?
When your work feels repetitive, you’re no longer learning, and curiosity about what you do next has quietly disappeared.
Is it okay to leave a job without a clear next step?
Yes. Many people gain clarity through motion, not planning. You don’t need every answer before you move.
What if I’m scared of starting over?
That fear is normal. Growth almost always requires discomfort before confidence catches up.
Does leaving early make me look unreliable?
Not if you can explain your decision honestly. Intentional moves signal self-awareness, not instability.
What if everyone else seems ahead of me?
Comparison hides context. You’re not behind. You’re just on a different path.









