Herro's 2025-26 was a season to forget before it even started, with offseason surgery on his left foot/ankle delaying his debut, a toe injury costing him 10 games in December and a rib issue sidelining him for another month. He was ultimately limited to 33 regular-season games, though he was effective when healthy, averaging 20.5 points, 4.8 rebounds, 4.1 assists and 2.5 three-pointers while shooting 48.0 percent from the field and 91.7 percent from the line. He also had foot surgery following the season to clear up a lingering issue. Then came the offseason bombshell, as the Heat traded Herro to the Bucks along with Kel'el Ware, Jaime Jaquez, Kasparas Jakucionis, three first-round picks, a second-round pick and a swap in exchange for Giannis Antetokounmpo and Bobby Portis. Herro, a Milwaukee-area native, didn't hide his displeasure at being the centerpiece heading out of Miami, and his hometown honeymoon comes with an asterisk, as Milwaukee could look to move his expiring contract at the deadline. If he stays long term, he'd be a key building block in the post-Giannis era, raising his fantasy ceiling even if his efficiency suffers. On a rebuilding roster where the returning talent consists of scorers like Kyle Kuzma, Myles Turner and Ryan Rollins, Herro has a legitimate path to career-high usage and 25-plus points per game. His elite free-throw shooting adds real category value for a volume scorer, especially when handed a lead role. However, he offers almost nothing defensively (career 0.7 steals and 0.2 blocks), and his health record remains checkered. Herro is best treated as a fifth- or sixth-round pick, with points-league managers able to reach a round earlier.