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Here are a few examples: against Jason Lester in 2003 with QQ vs JJ Helmuth, rather than smooth call Lesters raise, reraised to set Lester all-in preflop. Against Tomer Benvenuti, Hellmuth had AK vs TT and Phil was all-in preflop

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You seem to be recalling these hands incorrectly. Someone already mentioned it was TT vs chan's KK not 66 like you has said earlier.

Additionally, Lester open pushed for 145k preflop. Hellmuth with 225k called. Avg chip stack at this point was about 310k.

Hellmuth now with about 80k in chips is a short stack. Benvenisti raised from MP with TT. Seriously what are you expecting phil to do on the short stack with AK?