25NL, Raising the OESD, then making it

[_TKO_]

I would fold in both spots preflop. Your flop raise is hurting in terms of FE vs both players, and your "OESD" isn't quite what it seems (since many players will hold on to an A here, thereby crushing the low-end). I would probably fold the flop, but calling is certainly better than your raise here.