The pre-mortem: why will this have failed 6 months from now?
Shaan's decision-making habit: imagine fast-forwarding 6-12 months to a future where the project has failed, ask what the most likely reason would be, write it down now, and start working on it immediately, then revisit to see what he was right or wrong about.
“What's the, 6 months from now, if we fast forward to there and it's failed, what's the most likely reason I'd be giving you over a beer when we're like, dude, what happened? That was great. And then I write that down now and I start to work on it now.”
Steal thisRun a pre-mortem on every project: name the most likely failure reason 6 months out, write it down, and start mitigating it today.