Stevenson was inducted into the La Jolla Country Day School Hall of Fame in December 2009 – joining fellow Torrey, Rashaan Salaam, the 1994 Heisman Trophy winner.

[4] Stevenson made her professional tennis debut in 1998 as a wild card at the US Open where she lost in the first round to France's Alexandra Fusai.

In 1999 Stevenson qualified and ultimately reached the quarterfinals at Birmingham, a grass warmup to Wimbledon, before withdrawing to Magüi Serna because of a stomach muscle pull.

The next week, Stevenson was the number one seed during qualifying at Roehampton—and did not drop a set in three rounds as she moved into the main draw at Wimbledon.

At Wimbledon, two weeks after graduating from La Jolla Country Day School, she became the second woman qualifier in the tennis Open Era to reach the semifinals.

Phil Knight, the co-founder and chairman of Nike, flew to London to personally sign Stevenson to a three-year contract.

In 2000 and 2001, Stevenson, often pitted against top 20 players – including Nathalie Tauziat, Mary Pierce, Martina Hingis, Monica Seles, Amanda Coetzer, Lisa Raymond, Dominique Van Roost, Julie Halard, Jennifer Capriati, Serena Williams, and Venus Williams – worked on her aggressive all-court playing style as she found her way in the professional game.

[citation needed] During the 2002 European indoors, Stevenson won her first doubles title with Serena Williams in Leipzig, Germany.

Stevenson went to Birmingham, Alabama, where Dr. James Andrews performed a type II labral repair on her right shoulder in September 2004.

[citation needed] In 2010, Kevin Wilk, Dr. Andrews' physical therapist, said that Stevenson's shoulder "feels like a non-surgical arm.

At nine years old, Stevenson began traveling from her home in San Diego to Los Angeles to be coached by Robert Lansdorp and Pete Fischer.

[citation needed] Starting in August 2019, Stevenson joined the ESPN tennis commentating team in their coverage of the qualifying and main draws of the 2019 US Open.

On September 11, 2001, Stevenson lost one of her friends – Manny Del Valle, a firefighter – in the World Trade Center.

[citation needed] _ = tournament was either not held or not a Tier I event 1 If Fed Cup (0–1 overall) participation is included, her record stands at 213–220 overall