Dillon Rose-Bailey, 2026 QB, transfers to Wiregrass Ranch from Bloomingdale

It’s the second year in a row that a quarterback will be transferring into Wiregrass Ranch High School.
Dillon Rose-Bailey, a 2026 prospect, has transferred to Wiregrass Ranch High School from Bloomingdale High School. Rose-Bailey confirmed with SBLive Sports Florida on Friday afternoon.
813 QB @themikepenix and U-DUB for the Win! 🏆 @UW_Football #penixfortheheisman#Heisman#Pac12Championship #Tampa #FloridaGrown pic.twitter.com/lTibAWhVVu
— Dillon Rose-Bailey (@DillonOne_8) December 2, 2023
The Bulls reached the playoffs last season behind the improved offensive play with signal caller Luke Knight at the helm. Knight transferred to Wiregrass Ranch from Merritt Island, with the quarterback having his best season of his high school career.
Knight, who helped lead Jesuit to the Class 6A state championship in 2021, threw for nearly 4,000 yards and 43 touchdowns, both being Pasco County records.
Rose-Bailey last season had a solid campaign for the Bulls, as the sophomore throwing for 1,211 and seven touchdowns. The sophomore has shown promise of becoming one of the better quarterbacks in Tampa Bay and now, the North Suncoast.
-- Andy Villamarzo | villamarzo@scorebooklive.com | @sblivefl

Andy Villamarzo has been a sports writer in the Tampa Bay (FL) Area since 2007, writing for publications such as Tampa Bay Times, The Tampa Tribune, The Suncoast News, Tampa Beacon, Hernando Sun to name a few. Andy resides out of the Tarpon Springs, FL area and started as a writer with SB Live Sports in the summer of 2022 covering the Tampa Bay Area. He has quickly become one of Florida's foremost authorities on high school sports, appearing frequently on podcasts, radio programs and digital broadcasts as an expert on team rankings, recruiting and much more.
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