You don’t need to know. You need to move.

Switching an Instagram handle takes 30 seconds. Unless you’ve been overthinking it for months. I’d known for a while that @stoptheswirl didn’t fit anymore. But I couldn’t seem to move to a new handle—until a deadline forced my hand. This exemplifies a type of tension I see over and over with founders: We'll get stuck not on a huge bet—but on a small, seemingly low-stakes decision that somehow becomes a blocker. The unblocker for me turned out to be the final field on a SXSW speaking...