Hand 1: Have u seen mr tighty 3 bet before? It's a close call against a tight range. We need to win roughly 31.5% of the time to break even on a call, and against a range of TT+,AcKc we have 32.2% equity.

Hand 2: I would 4 bet to $2ish preflop with the intention of calling a shove against this guy, or check/shove any non ace flop in the unlikely event of him flatting the 4 bet.