Luckiest: I once participated in a 64-man tournament in RBY about 16 years ago. I happened to be in the finals. The other guy, Lomboy, was better than me, honestly. But even he can't win a haxxored match!
First off, it was Golem against Nidoking with Focus Energy, meaning Nidoking gets an almost guaranteed critical hit. If my Golem gets KO'd, Nidoking cleans up the rest of my team. But Nidoking used Blizzard...and it missed! And my Golem KO'd Nidoking with Earthquake! Keep in mind a critical hit Earthquake wouldn't have KO'd me, which is why Lomboy chose Blizzard.
Later on, it has come down to my Exeggutor against Lomboy's Alakazam, our last Pokemon. My Exeggutor is at like 10% health. The Alakazam is about 40% and paralyzed. I don't have Double-Edge. I'm screwed, right? Nope! I get a critical hit Psychic against Alakazam...and Alakazam gets fully paralyzed. Then Exeggutor gets ANOTHER critical Psychic against Alakazam, and Alakazam falls... and I win the winner's bracket in the tournament! So cruel.
Do you happen to remember what tournament that was? I've been taking free time every now and then and trying to find out how much of that old history I could recover for memory purposes. ---
"First thing that crosses my mind: I didn't get any GameFAQs Karma yesterday." Math Murderer after getting his appendix removed.