leaving a startup to go solo: the stuff nobody tells you about the first few months

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left my old startup earlier this year, team of 7, we were doing fine but not great, and i was the one who wanted out more than anyone else. figured i'd write down what actually changed vs what i expected to change, since i see a lot of "should i go solo" posts here. what i expected: more freedom, more focus, faster execution since no one's blocking decisions. what actually happened: freedom turned into decision paralysis for like the first month. when you have cofounders arguing about priorities it's annoying but it also forces clarity, you have to defend your idea out loud. solo you just... drift. i'd wake up and genuinely not know if i should work on the directory site or the apps or go back to doing client UA work, and nobody was there to tell me i was wrong. thing that actually fixed it: timeboxing days to one project, no exceptions. monday/tuesday directory, wednesday/thursday apps, friday client stuff. sounds rigid but without it i was context switching like 6 times a day and getting nothing done. same mistake i used to yell at junior marketers for making with ad testing tbh, change one variable at a time, same logic applies to how you spend your weeks. second thing nobody mentions: you lose your bullshit detector. at the startup if i had a bad idea someone would just say "that's bad" in standup. solo, every idea sounds great in my head until i actually ship it and get zero traction. i've started forcing myself to write out why an idea would fail before building it, basically arguing against myself, which feels dumb but has killed like three ideas before i wasted weeks on them. what i'd do differently if i went back in time: i'd have started the solo stuff as a side project way earlier instead of waiting for a clean break. the "burn the boats" move sounds dramatic and cool but honestly a slower overlap period where you're derisking before you jump would've saved me some stressful months. revenue doesn't show up the day you go independent just because you willed it to. also underrated: nobody warns you how much admin/ops shit eats your time when it's just you. invoicing, taxes, random tool subscriptions you forgot to cancel. at the startup someone else just handled that. now it's me at 11pm googling how to do something i used to take for granted. not regretting it, just wish i'd gone in with less romanticism about what "freedom" actually feels like day to day. curious if other solo folks here had the same decision paralysis thing early on or if that's just a me problem.   submitted by   /u/Bitter_Regular7406 [link]   [comments]