Episode #116 · September 14, 2025 · 39 min

Coach Greg Mulhollen on Following a Sarasota High Legend

Sarasota High baseball coach Greg Mulhollen discusses stepping into Clyde Metcalf's legacy, developing pitchers, and coaching young men beyond wins and losses.

Greg Mulhollen · Head Baseball Coach for Sarasota High School

Greg Mulhollen is in his fourth year as head baseball coach at Sarasota High School after sixteen years at Cardinal Mooney, a resume that gives him a rare perspective on two of the area's most storied programs. Trey and the hosts spend the episode without Brad in the room, but the conversation still covers the full weight of what Mulhollen inherited: the legacy of legendary coach Clyde Metcalf, who won six state titles and two national titles, with peak runs in 1987 and the early 1990s.

Mulhollen talks through the program's notable alumni with real pride, from Derek Lilliquist to Scooter Gennett, who once hit four home runs in a single game, to Ian Desmond, who has gone on to coach at Lakewood Ranch. He is equally detailed on the technical side of the sport, breaking down Tommy John surgery and how the program develops sidearm pitchers, giving listeners more baseball substance than a typical local sports segment.

Leadership Over the Scoreboard

Where Mulhollen is most direct is on what he sees as his actual job: developing young men, not just wins and losses. He discusses the modern transfer portal and NIL landscape with real concern about what it does to team loyalty at the high school level, a topic that clearly matters to him beyond the box score. Outside of coaching, he also referees for the Gulf Coast Basketball Officials and works IMG Academy's national team games, evidence of how much of his life outside Sarasota High still runs through sports.

Roundabouts and Rapid Fire

Mulhollen is not a fan of Sarasota's roundabouts, admitting the two-lane versions in particular still confuse him. Before the Rapid Fire Gauntlet, he recommends Sarasota High Principal Ryan Chase as a future guest.

Stepping into a legacy built by a six-time state champion is no small task, and Greg Mulhollen's episode makes clear he is carrying it with both respect for the program's history and his own clear philosophy on what actually matters in coaching. His comfort discussing both the technical side of pitching development and the harder conversations around player loyalty gives this episode more depth than a typical high school sports feature.

What you'll take away

  • Mulhollen is in his fourth year at Sarasota High after sixteen years coaching at Cardinal Mooney.
  • He follows the legacy of Clyde Metcalf, who won six state titles and two national titles.
  • Notable alumni discussed include Derek Lilliquist, Scooter Gennett and Ian Desmond, now coaching at Lakewood Ranch.
  • Mulhollen expresses concern about NIL and the transfer portal eroding loyalty at the high school level.
  • He referees for the Gulf Coast Basketball Officials and works IMG Academy's national team games.

Places mentioned: Sarasota High School