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The main problem (like I'm sure nuts said although I didn't read his post) is that people aren't donking a balanced range at lower stakes. If someone's "leading" range is unbalanced it's fairly easy to play against. Basically we can call with hands that have mediocre showdown value, and raise with our air. Board texture means a lot, as on a more draw-heavy board texture the amount of hands the donker will be 3bet jamming increases. If he/she bet/3bets all-in on a dry board texture their range is polarized to big hands and bluffs. On a more draw-heavy board texture it could be big hands, bluffs, draws, medium strength hands, etc...
As per your 55 example, leading vs. c/r'ing or c/c'ing. The one thing I don't like is just snap-putting him on AA. He has an entire range, it might be 88+,AJ+ in this instance. We can almost forget about QQ+,88 as the money is more than likely going to go in regardless of the line we take. Therefore we can choose the line that gets the most value out of the middle-to-bottom of his range, i.e. AQ, 99-JJ and AK/AJ. Let's analyze what might happen
leading:
-he calls with a hand w/ mediocre showdown value that would have checked back the flop. This allows us to build a pot. Think JJ/TT. We have a bigger pot on the turn however we're not more than likely to get one more street of value.
-he folds a hand he would have continuation bet that has little SD value and less chance to improve to a better hand. Think AK/AJ. These hands will never improve to a better hand on the turn (and v. unlikely to improve to a better hand by the river) but they will improve (just not enough to win the pot) from time to time, enough for us to win a bigger pot. Also he's going to be continuation betting these hands a ton on this flop, therefore it would seem we could get more value from c/c or c/r.
-He'll raise with the air portion of his range, which is pretty much non-existent as it seems we have a read his is a tight opener. He might tend to raise AK/AJ on this flop if we lead, or he might float with AK.
The question then becomes what's the most +EV play? A lot of it will depend on our opponent. Is he aggressive? Have we seen him react aggressively or passively to leads in the past? Is he stationy, will he call a river bet with 99 if the turn goes check-check? Does he continuation bet a hand like TT here?
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