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you need to cbet when it is least likely that the flop hit your opponent(s). good flops to cbet on are usually heads up ones with 1 or 2 broadway cards and no more than 2 of a suit. paired boards make for good opportunities too. flops that bring connected stuff like 678 and 8TJ are usually worse to cbet on and flops that bring 3 broadways aren't too great either unless of course you actually make a hand. i've also heard some ppl argue that cbetting flops like 235 or something similar is bad because all pocket pairs will call or raise you and it definitely doesn't look like it was "supposed" to help your hand.
when you get 2 callers you usually shouldn't cbet if your hand didn't improve much imo. sometimes you will get flops like 228 rainbow or something and you can go ahead and fire away. when there are 3+ callers then just give up the hand unless you have a good reason to bet it.
so basically bet every time unless you think there is a good chance that villain will call/raise.
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