It‘s called “Big Cat’s Can’t Lose Parlay,” and Massachusetts gaming regulators are weighing whether bettors understand that the name is a tongue-in-cheek reference to Barstool Sports personality Dan “Big Cat” Katz’s history as a lousy gambler or if the featured wager runs afoul of state law and regulations against marketing bets as being risk-free.
The “Can’t Lose Parlay” was a regular feature since 2019 on the Pardon My Take podcast that Katz hosts, but Barstool Sportsbook owner Penn Sports Interactive (PSI) has not used the label in Massachusetts since the promotion of a March 10 parlay including four NCAA basketball games was brought to the Gaming Commission’s attention.