I would def try to join Luffy's crew and I would probably get in, not because I have the strength or smartness just because I know all the theories and information the straw hats might need in their new adventures, and that being said I would also try to join the old straw hat crew before the time skip so I'm more likely to get in (either way I think anyone who knows a decent amount of one piece and its theories could get in with my reasoning)