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Your team’s mistake is evident when you write — “you can only hold so many raffles before people stop buying tickets.”

Because that is true, you need a $100 per ticket raffle. Advertise that you will sell a maximum of 300 tickets and that the only prizes are: (1) $10000 (in small print “or 50%, if less than 200 tickets are sold”); and (2) 5 x $100. Advertise that “Covid-permitting, the drawings will be held on April 1, 2021 (MLB opening day) at a baseball themed event (with peanuts, cracker-jacks, hot dogs and beer).”

If you don’t live in a community that can support this type of raffle, the kids should probably not be going to a $20K baseball tournament.

Just for the record, given your response, we sold “meat tickets”, a raffle where we sold 1,000 tickets for $10 each, with the winner based on the PA daily number drawing. The prize was about 200lbs of fresh from the butcher beef, chicken and pork, plus a freezer chest to keep it in. We did a couple tip board raffles, selling $10 chances with a maximum of 100 tips, for a Yeti Cooler and cups, and a second with a $400 gift card for the liquor store. We are currently selling $20 tickets, with a maximum of 500 tickets for a $1,800 Prada purse. The problem with the raffles is that keeping track of it all, especially the tip boards which are done on social media with a live drawing, is a bit of a PITA to administer. We are going to be selling $10 tickets that will pay between $25-$200/day for a month based on the daily number, and another round of hoagie sales. We are doing a lot of raffles and they are generating significant funds, but we need ideas for other fundraisers. We have had events cancelled because of Covid rules and restrictions. We are just looking for some new ideas.