Radical Paths

Radical Paths

Share this post

Radical Paths
Radical Paths
5 Reasons I'm Quitting My Stable Job For an Ocean of Uncertainty

5 Reasons I'm Quitting My Stable Job For an Ocean of Uncertainty

And how I learned to love the unpredictably

Cory Vinny's avatar
Cory Vinny
May 09, 2025
∙ Paid
13

Share this post

Radical Paths
Radical Paths
5 Reasons I'm Quitting My Stable Job For an Ocean of Uncertainty
12
3
Share

From time to time, I would sign off work for the day and ask myself a simple question: Am I happy? Last year, my answer would’ve indicated serious denial. I would’ve answered yes.

Sure, I was OK. I was going on year 5 at my intense professional job, had a nice home, and great friends. I got regular promotions and raises.

My work gave me occasional pats on the head.

But you know what? My job basically consumed my whole life.

I didn’t have the time & energy to write.

I only traveled and was totally free during my limited vacation time, when approved by a manager.

The other ~50 weeks of the year? It seemed like all I did was labor.

Worst, though, was a stark realization that hit me like a bird crashing into a window: I could see into my future and predict exactly where I’d be 10 years from that moment if nothing changed.

[Thud]

It felt like I’d already lived my life!

Where was the novelty?

Last year, I woke up from my slumber.

My husband and I made the radical decision to give up our careers for an unpredictable life at sea.

We sold cherished stuff, packed a car, and drove to the North Carolina coast.

Nine months later, we’ve completely refit a dilapidated sailboat, and we’re weeks away from setting sail for good.

Sometimes, I still don’t feel ready.

But nonetheless, here are 5 reasons we’re pulling the trigger now.

Keep reading with a 7-day free trial

Subscribe to Radical Paths to keep reading this post and get 7 days of free access to the full post archives.

Already a paid subscriber? Sign in
© 2025 Radical Paths
Privacy ∙ Terms ∙ Collection notice
Start writingGet the app
Substack is the home for great culture

Share