Bout 3 years ago for me.
Was in Vegas on an NFL Sunday. Got buried in the sportsbook betting NFL games. Lost about $600.
Drunk. Said fuck it. Went to ATM to get out another $500. Gonna win it all back on New England -3ish vs SF at home on Sunday night football.
After being down 3 or 4 TD's in the 1st half, NE came all the way back in the 2nd half and was even covering at one point. I was teased as SF eventually won straight up. Put my career record on wagers over $500 at like 0-8.
Put a $330 wager on ASU @ UCLA 2 years ago in Laughlin. Won that. That's really the last time I've bet considerable money on a game. Most wagers in Vegas now in the $22-$55 range. Will go $110 if I really like something.