Im deep in the red for everything except esports betting. I do some Dota 2 bets but mostly just CS:GO bets, and I find most of my profit in either the extreme lower end of competition or high end. Obviously things are still luck in the end, but I find esports betting to be much more fun and profitable than playing a game like dice or roulette. Some people also sell paid picks for CS:GO bets, but I find my percentage of winning bets are often higher than the paid picks and I typically make more than if I had gone with a paid pick.
I'm very much in the red too on every form of gambling, If I'm honest. I have won here and there, got good luck, but since I don't really have an objective to profit when I gamble, it's no big deal for me. Sports, MAYBE I am break even. I always bet on single games, and usually around 2/1, and sometimes lose, sometimes win, just for fun again so I don't take calculations.
Wish I knew much about esports... but isn't there a big risk of rigged matches?
Every now and then, to answer OP's question, I do put down one big bet for fun, and it's usually on Blackjack (I like my chances for BJ, or the ability to decide how to risk) but also I try x10 on dice for one single big reward.