He just kinda hustled I think. I don't know him all that well. But from what I do know, he started announcing for his buddies who referred him to other people and so on. Eventually he had a website going and would schedule when he was available for announcing (dude has a family and day job so not all the time). Made a niche in online basketball games and was open to really anything.

If your buddy is somewhat famous, then get on the socials and network with the players in the files already, they all seem really open as it's still a big and unaddressed market. Payouts are gonna be small at first, think beer leagues and largeish friends groups. And from what I can tell the competition for big gigs is tougher as you go up in the field.

Honestly give it a try, seems like a great side hustle.

Edit: be a great idea for AI in the low end, but it's the human touch that really makes it. The guy I know is pretty funny and I assume his wisecracks help him

As mentioned in the other comment, scout out local events - bars that have trivia nights, bowling contests, etc. Find the ones where it's obvious the bartender is also the MC, and offer to do it for them for free/drinks/small fee.

Have business cards ready to go and have them laying out.