Report Who Are These Famous Coaches? Rolle & Guandolo in The Huddle Posted July 1 1 hour ago, Miamidade92 said: I believe Mark Guandolo did it as well. But he didn't win the title at all three stops. The schools were Chaminade, Cypress bay, and Southridge. He won two titles at Chaminade At Cypress Bay in 2012 he made it to the final but lost to Apopka I believe. At Southridge in 1999 he made it to the finals but lost to Lincoln. That is correct on all fronts. The Cypress Bay Apopka game was a classic!