INNER STOA

IV On action

Stop Overthinking and Start

Overthinking is fear in a respectable coat. Why the Stoics bet everything on the next small action.

March 29, 2026·6 min

Before this, there was a version of Inner Stoa I planned for the better part of a year and never once published. I had the name, the bought domain, a document of “positioning” I kept polishing, a palette, firm opinions about fonts. What I did not have was a single piece anyone could actually read. I told myself I was being thorough. I was hiding, in the most respectable outfit fear owns.

Because there's a kind of work that looks exactly like progress and produces none of it. The third course on the same topic. The research that never ends. The plan rewritten for the fourth time. The domain bought for a project that never gets a second page. It feels responsible. It feels like diligence. It is, almost always, fear wearing the costume of preparation.

The Stoics had no patience for this. Their whole philosophy leans toward action. “First say to yourself what you would be,” wrote Epictetus, “and then do what you have to do.” Not research what you would be. Not feel ready to be it. Do it. Marcus Aurelius, running an empire, snapped at himself in his journal: “Waste no more time arguing about what a good man should be. Be one.” He could have been writing to every person with a dozen browser tabs open and nothing shipped.

Clarity is on the other side of the work

The lie that keeps people parked is that understanding comes first and action comes after, once you finally know enough. It's backwards. You can't think your way to clarity about a thing you've never done. A plan only reveals its real flaws when it meets the world. The first newsletter teaches you more about your newsletter than a month of planning one ever could. You learn by shipping, not by preparing to ship.

You can't steer a parked car. The motion comes first; the direction follows.

This is the part of the dichotomy of control people forget. Whether the work succeeds isn't up to you. Whether the work exists is entirely up to you, and it's the only door through which anything good can arrive. Readiness, meanwhile, isn't a real condition you can reach. It's a feeling, and it tends to show up a few weeks after you begin, never before.

Make the first step too small to fear

If beginning feels impossible, the step is too big. Shrink it until the fear has nothing to grab. Not "launch the business," just register the name. Not "write the book," just one ugly paragraph nobody will see. Not "build the audience," just publish the first post and tell three people. The Stoics trained on small, deliberate acts precisely because small acts are the only ones you can reliably perform on a day you don't feel like it.

The wait has a cost too

Overthinking feels safe because it postpones the risk of a bad result. But waiting isn't free; it just hides its bill. Every month spent perfecting a plan is a month the thing isn't out in the world learning, compounding, or finding the few people who needed it. The Stoics were blunt about how little time we actually get - Seneca's whole letter on the shortness of life is really about how much of it we waste preparing to live. The safest-feeling choice, endless readiness, is quietly the most expensive one on the menu.

So weigh the real risk against the real cost. Rehearse the worst that happens if you ship the imperfect version and you'll usually find a small, recoverable downside. Then weigh the slow, invisible loss of never shipping at all. Beginning badly beats preparing forever, almost every time. Motion first; the steering comes once you're moving and showing up.

Do the small thing today, badly if you have to. You can fix a bad first draft. You can't fix a blank page, and you certainly can't fix the thing you're still researching. Begin before you're ready. Ready is a story you tell yourself after the fact.

The letters

Liked this? Get the weekly letter.

The essays are free here. The weekly letter is where I get practical about building an income online - the notes that don't fit an essay, and the few tools worth paying for. No hype, leave any time.

No spam, ever. Unsubscribe in one click, any time.

← All essays