Villain is a regular I've only played with once before. In this session, he's in the process of burning through at least $1,200, roughly $200 at a time. At the time of this hand, he's probably three buy-ins deep.
We have one relevant hand in our history, where he opened to 12 in EP and I 3-bet to 40 next to act with AA. He called. Flop T-9-x. He checked. I bet 60. He called. Turn T. Check, check. River x. He bluffs 60 with 9-crappy kicker, and I call.
This guy is super active. He plays almost every hand, often coming in for a small raise preflop. He will seemingly always call a 3-bet, regardless of position. The way he was playing, it's actually amazing that he didn't burn through more money faster.
Villain has ~270 (hold that thought); I cover.
Button straddle for 6.
One of the blinds calls, Villain calls in EP, I raise to 30 next to act with KK, Villain calls.
Flop (73): K
9
4
[Villain checks dark, I bet 45 dark]
Villain check-raises all in, I call.
*Note: The dark bet thing is something I'll do maybe once or twice in a session. I do it mostly to mess with people and perhaps make it seem like I'm much crazier than I actually am. In retrospect, I don't love it in a straddled pot, because it's much more volatile.
I called his shove after just eyeballing his chips rather than getting an exact count, which was probably kind of stupid. I thought he had less than 200. In any case, my question is this:
In this scenario, how much must Villain have in his stack before we consider folding?
In the worst-case scenario where he flopped a flush, I'm 35% to win the hand.