I'm a monthly/bi-monthly player at this casino. I know villain is a reg splitting time between 1/2 and 2/5. He's agressive pre and straightforward post as far as I can tell (I've played with him three times).

I've shown down a hand where I flopped 2 pair and called down with ATo on a sort of drawy board and lost a medium sized pot.

Villain is being reg-ish, as in he gave action to a shortstack he knew, but seems to be pretty tag with a big T from what I know otherwise. I have $250 villain covers.
Q

2 limps, villain in co raises to $10, btn calls,
Hero in BB raises to $30 with AcKc. Only villain calls.

~70
Qc 7c 4d
Hero bets 50, villain calls.

~170

Turn: 8d
Hero jams. Am I crazy or is this ok?

You have two overs and the nut flush draw, looks ok to me. He may even fold his top pair hands on the turn when you play this like an overpair.

Yeah, that was the idea.

Jam is good if you think you have some fold equity. It sounds like it vs. this villain.

The flop feels like an obvious bet for value.

Good, standard line to me.

I like it. might size the 3bet slightly larger tho. If he has AK or AQ we have about 25% equity so making a pot sized shove is only going to need to result in V folding 20% of the time to prove profitable.