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Rehearse The Crash Before You Launch

Prajjwal Chittori · September 2025

The Stoics had a practice that sounds, on first contact, like a recipe for a panic attack: premeditatio malorum, the premeditation of evils. You deliberately imagine, in detail, the things going wrong. The deal falling through. The launch flopping. The loss, the failure, the worst case. Epictetus drills it constantly — when you kiss your kid, he says, remind yourself she’s mortal. Picture the loss while you still have the thing. Sounds morbid. It’s the opposite. It’s how you stop being terrified.

The mechanism is pure engineering. Fear feeds on the unexamined worst case — the vague, looming, formless catastrophe your brain keeps gesturing at without ever looking at directly. The moment you turn and stare, draw its actual outline, the fear shrinks, because most worst cases are survivable once specified. The dread was never about the thing. It was about the haze around the thing. Premeditatio malorum just renders the disaster in full resolution, and a rendered disaster is almost always smaller than the imagined one.

We already do this at work, we just don’t call it Stoicism. We call it chaos engineering, failure-mode analysis, the pre-mortem. Before the launch you ask: what are all the ways this dies. You kill the server on purpose to see what breaks. You assume the dependency fails and design for it. No competent engineer ships a critical system without vividly imagining its failure, because imagining the failure is what lets you build the thing that survives it. We accept this as obvious in code and then refuse to point it at our own careers and nerves.

The Stoic addition is to run the pre-mortem on your emotional exposure, not just your system’s. Before a launch I sit with: what if this fails completely. Play it forward. Where would I be, what would I do, who would I still be. Almost every time the honest answer is — I’d be fine. Bruised, poorer in one currency, but standing and able to build the next thing. Having actually visited that outcome in advance, I walk into the launch without the desperate grip that makes people choke. You can’t be threatened with a place you’ve already been.

Subtler benefit: it inoculates you against entitlement. Picture losing the thing and you hold it more lightly and appreciate it more while it’s here, both at once. The unexamined good outcome makes you fragile and ungrateful — you assume it’ll keep going, so its arrival means nothing and its loss means everything. The rehearsed loss flips both: the having becomes a gift, the losing becomes survivable.

So I made it a pre-launch ritual, like a load test. Before it goes live I render the crash in full detail and sit in it until it stops being scary. Then I ship from a calm I couldn’t fake otherwise — not because I expect it to fail, but because I’ve already met the version of me that survives if it does.

Look directly at the worst case. It’s almost always smaller up close.


One of a series of essays. I’m Prajjwal Chittori. prajjwalchittori.com.