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I tried this today and it didnt work. Still broken
https://steamcommunity.com/app/331480/discussions/8/1620599015888585356/#c3160848559792190003
I've seen a lot of places that say you need to delete your save games, but that appears to not be necessary. I got the clue from someone that said you needed to remove the game configuration from the windows registry.
But you don't need to remove it all, just the time tracking attributes
To do this just open regedit.exe and go to HKEY_CURRENT_USER\Software\Atmos Games, LLC\Pinstripe
You will see several attributes there, the one I removed is TotalPlayTime_h(a big number), i.e. "TotalPlayTime_h818731894"
Just right click on it and remove it. I don't remember if I removed other attributes previously, but I don't think so.
Once that's done open the game and play it until the end. In my playthrough I didn't exit the game, tab out and didn't save the game even once, not sure if that helps but I didn't want to do anything weird.
This only works for 1 playthrough, if you need to play it again remove the attribute from the registry again. For some reason every time you exit the game TotalPlayTime will contain an "invalid DWORD", that's probably the bug that's causing this achivievemnt to not unlock.
If anyone else manages to unlock the achivement let me know.