Last night I played $5-$5 PL. I was in the small blind with 3s5s. Several people limp and a late position player makes it $20 to go. I smooth call the $20, and the Big Blind (the tightest player I've ever played against) reraises it $50 more. Two players call the $50 raise, and I am looking at a pot of $230 or so with $50 to me. I decide to call and see if I can catch a lucky flop. I know my cards are live, and I feel pretty confident that the rock on my left has a big pair, AA or KK.
The pot is $280 before the flop.
The flop is 478 all spade. I've flopped a flush with a gutshot to a straight flush.
The BB leads out for $100. Everyone folds to me and I move all-in for $220.
He calls with AA, one spade. He has 6 outs twice (the 6 of spades gives me a straight flush). I decide to try and peel one off because the insurance on 12 outs is 2:1. In other words I could lock up $450 but would have to give up $225.
If I peel one off the outs are reduced to 6 (4:1) and I can lock up about $600 to $150.
I decide to peel one off and try to dodge a spade. After all, I had 2 in my hand, there was one in the other guys hand, and the board was entirely spades. Surely there can't be another spade coming off.
I was wrong. The next card is the Jack of spades and the BB with AA wins the hand.
Obviously hindsight is 20-20, but would you have insured it? Would you have taken one card insurance?
It has been a while since I have played somewhere that it is an option. I usually only insure on the river and typically only if the pot is enourmous (say, north of $1k)
Applying those rules, your situation was marginal.
The amount in my pocket would also affect my decision. With deep pockets, there is less value to insurance. That is, I would be more likely to insure if losing meant going home.
Good points (except it doesn't make sense to "insure on the river") after all the cards are out.
Applying your rules, I should definitely have taken the insurance. The pot wasn't over $1k, my pockets are far from deep, and losing meant I had to go home.
Random thoughts from a lawyer, an accountant, a commodities trader, an ex-Marine and a WSOP Main Event money finisher that don't know as much as they wish they did...