He jumped out of a plane without a parachute—though not totally by choice.
Team Scorpion ventured to Havana, Cuba, to track down a Serbian war criminal. Sylvester was not keen from the start. Toby took it as his personal mission to help Sylvester overcome his fears through the use of "exposure therapy."
Because of a historically rocky relationship between the U.S. and Cuba, the pilot thought it best that everyone jump out of the plane—while still going 100 mph and without parachutes. While they didn’t warn Sylvester ahead of time, Cabe Gallo did bring an extra pair of clothes for him should he need it after the jump into the sea—oh, and Cabe added a little extra push of encouragement.