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I was also in a game w/ a guy that was calling big raises ( I usually bet pot on flop as a cbet). After a few orbits, though, I realized that for some strange reason if I checked the flop after him and he checked the turn, I could fire out the same bet on the turn and get him off the hand. Once I figured this out I was able to finish up a buyin for the night, not off one monster hand, but by picking up lots of decent pots along the way. So it will vary from player to player. You just really have to see at what point in the hand he's getting off the hand and make a note. Try a few different things to see what works, then exploit the weakness that you've found.
I sometimes see higher BR'ed players go down to lower levels (like a $1000NL going to $200NL) and call just about every bet imaginable. I think the premise is that they want to catch players who give up after just one barrel on the flop and then just abuse them. And it can be highly profitable at the right table that allows them to do it. A typical hand progress would be you make a 3x or pot sized PFR and they call OOP. You raise in position for a cbet on the flop they call. They check the turn, and if you check behind here, they're gonna lead out on you w/ a pot sized bet from OOP, even though you might have the best hand. When you see someone like that, you have to start overbetting PF on hands you like, and when you hit the flop, don't try to value bet. Just lead out w/ the flop bet and get called, then stall the turn and wait for them to come at you again with a blocker on the river. Then you can go over the top. But be prepared to play for pot sizes that are relatively larger than you might be used to. And you have to show them that you'll push back or they'll lean on you hard.
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