I agree with Aces in that the late 80's and 90's were the hardest time to be boss, without a doubt. LCN was the nr.1 priority for LE and had almost unlimited funding and budget, unlike pre 1980 and after 2001. Even the most secretive boss of them all, Chin Gigante, got caught in the end. So did almost every other boss in that era.

That being said, Gotti should have known better than to talk so loose, especially after barely getting away with it at two different occasions. Talking about those murders was totally unnecessary. His loose tongue was his greatest weakness imo, other than that he was a pretty good, Machiavellian-type boss and he probably would've done great if his reign was in the 30's, 40's or 50's.