I used to believe that finishing what you started was always the right thing to do. No matter how long it took.
Through college, I had a personal rule: if I started reading a book, I had to finish it — even if it was awful. That same rule bled into almost every part of my life (except, maybe, the honey-do list at home). Friendships, school projects, church assignments, and every job I said yes to — even after they no longer fit who I was or what I wanted. I drank deep from the Kool-Aid of belief that quitting meant failure. That changing my mind was the same as giving up.
In a weird way, it felt noble.
That belief has cost me. A lot.
For 15 years, I’ve worked with the same business partner. We’ve built some amazing things together. Solved hard, complex problems. I’m proud of what we accomplished. But over the last year, I’ve felt a growing misalignment. Not because the business was going somewhere I disagreed with — on the contrary, I’m excited for where it’s headed. But I’ve had a vision for a long time that doesn’t belong there. One I shelved fifteen years ago when I took a “safer” path.
Five years ago, that vision started to re-emerge. I sat across the kitchen table from my best friend, his wife listening in, as we sketched out a plan for a software development company. The idea felt electric. So did the ambition. I remember how clear it all seemed — the market needed what we could offer, and we had the experience to build it. I invested time, money, and momentum. I built infrastructure. Told people what we were doing. Believed in it fully.
Then I stopped.
I took on more responsibility at my day job. I told myself I’d come back to the plan. That it was just on pause until the next project was done. I kept referencing it in conversations — enough times that my family eventually started saying, “We’ll believe it when we see it.”
They weren’t wrong.
I was afraid to let go of the stability I had, even when it no longer felt right. I let that fear hold me hostage. I told myself I was staying for noble reasons — that I didn’t want to let anyone down. And that was true. But it also made it easier to buy into the narrative that staying was the honorable thing to do.
But you know, honor that comes at the expense of growth isn’t honor. It’s fear in another’s wardrobe.
Last November, I told my partners I was leaving. I didn’t have a perfect plan. I still don’t. But I gave myself permission to say out loud: I want to build something different. I want my work to reflect the kind of life I’m trying to create.
That idea from fifteen years ago? It never really left. I’ve been dusting it off — revisiting the old plans, reworking pieces, making calls, knocking on digital doors. It’s not some massive reinvention. It’s a slow return to something I believed in long before I convinced myself to play it safe.
And here’s something I’ve had to learn: it’s natural to change. But you have to be careful not to keep forcing the new version of yourself to honor promises made by the old one. Entrepreneurship isn’t a loyalty test. And your job — any job, really — isn’t to be faithful to a vision or version that no longer fits who you are, what you believe, or what you care about now.
More often than not, the bravest move isn’t sticking it out.
It’s letting go.
This doesn’t just apply to building a business. I’ve watched people stay in jobs, relationships, even belief systems, not because they’re still aligned — but because they once made an internal promise they don’t feel free to break.
I understand that. Some of those internal promises are what keep us grounded through hard times. But some keep us stuck.
Growth doesn’t always show up like a clear goal. Sometimes, it looks like pulling the plug on something that no longer makes sense. Sometimes, it’s working up the courage to say: I’m not there anymore. Then saying it.
That used to sound like quitting to me. Now I’m learning it’s just clarity.
Because if persistence becomes a stand-in for purpose, it’s not discipline. It’s momentum.
I’ve spent a lot of time in this canyon — thinking, circling, second-guessing. These past thirty days, I’ve named things I’ve avoided, confronted fears I’ve carried, cried ugly tears, and started to move differently. I’m still building. Still unsure. But I’m no longer working to protect a version of myself I’ve outgrown.
This version — the one who let go of a job that no longer felt like home, who’s willing to take a risk on an old dream, who doesn’t need a perfect answer to keep going — that version feels more aligned than I’ve felt in a long time.
And that’s not failure.
That’s freedom.