Both Hank and Venus come from athletic families. Hank, who won the 1998 U.S. Amateur, has a sister, Kelli, on the LPGA Tour, and a brother, Trip, who finished second to Tiger Woods at the 1994 U.S. Amateur. Of course, Venus and Serena Williams are the most successful sister act sports has ever seen, with more than 20 Grand Slam singles titles between them. Hank and Venus began dating in 2006 but are no longer together.