5PM: Should Brewers Go ALL IN for Skubal? Plus, Jim's AI-Generated Old Guy Playlist

Jim Rutledge holds it down for the final show of the week with producer Riley Jauch moving over to the host chair while Molly Brown is out. They open the show talking about Jim's day at an estate-planning themed golf outing, where he tried to liven the mood with an AI-generated music playlist designed for 40-to to 50-year-old dudes! Young Riley and producer Primetime try to guess the oldies on Jim's AI playlist, and they open up the Carbliss Talk/Text Line -- how many songs can the Molly & Jim listeners get from the playlist??? After getting groovy for 30 minutes, they pivot to today's Brewers news that Quinn Priester will now officially miss the entire season -- so, will they finally pull the trigger to trade for Tarik Skubal? They hear from ESPN's Jeff Passan, who agrees with Jim that the Brewers should finally take the big risk for Skubal, and they ask today's Siding Unlimited poll question: Is the point of watching sports to see your team win a title? They also talk to the listeners who'd argue that different rules apply in the MLB, where the sport is never on a truly even playing field. Jim & Riley wrap up the show with another Brewers question -- are the Brewers taking steps toward success with each season they fall short of the World Series, and will this finally be the year that they take the final step in the postseason?