Crank is shot, do I stroke it or not?

Do option 1. Brian can build a really nice 360 with what you have, and the crank kits are $300. At least the one for my truck's 360 was, with King bearings. Have the 360 internally balanced. It will run and feel better, and it means down the road if you want to go bigger you can reuse the flywheel. IMO, by what and how you're writing, the stroker will break the bank for any further work - and the car will need further work for the stroker. IMo - not worth it. You can ALWAYS replace the engine later. It's easier to do that than to drive on original bodywork...lol.