Kuchar won the short-iron event, the last of the nine skills events contested by the nine golfers, to jump into a tie with first-day leader Ty Tryon. Both players finished the regulation nine events with $55,000.
The tiebreaker was then decided on the same hole, the par-3 13th at Boca Raton Resort and Club. Kuchar beat Tryon in the one-shot playoff, and the $50,000 bonus pushed his earnings to $105,000.
Bryce Molder finished third with $51,500, followed by Craig Stadler $51,000, Nick Faldo $50,000, Mark O'Meara $50,000, Nick Price $48,500, former Denver Broncos quarterback John Elway $45,000 and Peter Jacobsen $44,000.