Biggest Loss:
In a live game, I had 88, was in a hand with a deep-stacked maniac. Raised a bit preflop.
The board comes 557. I bet 25, maniac calls.
The turn is an 8 - I now have the top boat.
I bet 25. Maniac calls.
The River is a J. I bet 25 again. The maniac makes it 200.
I insta-shove all in for about $650. The maniac insta calls - he had JJ.
Biggest win:
Playing about $300 deep in a live $1/$3 game. There was a maniac playing with a deep stack, creating lots of action, lots of big bets. I had 99. The maniac made it $25 preflop. I called, another player behind calls.
The flop comes A94 (middle set for me). Maniac is first to act, he makes it $75. I hollywood that I'm making a tough decision and eventually smooth call. They player behind me shoves all in for about $500. The maniac calls. I call. Player behind me shows down AJ, maniac shows down AK. I triple up on my set for $600+ profit, maniac takes the side-pot.