I feel like from experience I'd much rather (B). The things usually go wrong in a fixable way, and it's much better to be close to your destination where you ha

I feel like from experience I'd much rather (B). The things usually go wrong in a fixable way, and it's much better to be close to your destination where you have more options, like more local flights with more space vs daily long haul flights; ability to give up on a leg of a trip and drive there; etc. Especially across countries, where there may also be visa/document shenanigans. E.g. going to Venice from Seattle, in terms of getting there it's much better to be stranded in Amsterdam or Paris than in I dunno, Atlanta.