The Florida Gators baseball program is entering the 2027 season without one of its most reliable outfielders, Blake Cyr, who has decided to move on from the university. His departure creates a clear need for depth and production in the outfield, prompting the coaching staff to examine a range of options.
A New Look for the Outfield
Among the candidates to replace him, transfer Drew Dickerson arrives from the Oklahoma Sooners, where he posted a strong batting average last year. His proven bat and experience in a Power Five conference give the Gators a ready‑made option who can contribute immediately.
Another possibility is Brady Harris, a top high‑school prospect who went undrafted and elected to join Florida. Though still raw, his speed and defensive versatility add a different dimension to the lineup, and the coaching staff believes his upside could pay dividends.
Jacob Kendall, who showed promise during spring workouts, struggled to find consistency in the regular season but is focused on tightening his swing before the start of play. The team expects a stronger performance from him as he builds on the foundation laid during the offseason.
Late‑comer Braylen Montgomery, a top‑100 recruit who committed to the Gators in the summer, is expected to add depth and power to the outfield. His late commitment illustrates the program’s ability to attract elite talent even as the roster takes shape.
Head coach Kevin O’Sullivan has emphasized that the team will evaluate each player in practice and select the best fit for the lineup, noting that competition will bring out the strongest version of each candidate.