As a junior, Krickstein never lost to a younger player. At 16, he won the U.S. National 18s titles in the Indoor, Clay, and National categories. He was coached early in his career by Nick Bollettieri. He was the Michigan state freestyle and butterfly swimming champion at ages five and six. His father is a doctor and pathologist at Detroit's St. John's Hospital. Three older sisters were all nationally ranked as juniors.

Became the youngest player ever to win a Grand Prix event at 16 years, 2 months, 13 days, when he won at Tel Aviv in 1983. He broke into the top 10 on Aug. 13, 1984 and he was the youngest ever to rank in the top 20. In 1983, he improved his ATP ranking from 489 to 97 in two tournaments (Tel Aviv & US Open), becoming the youngest male player to reach the RD 16 at the Open (16 years, 1 month). Named 1983 Rookie of the Year by Tennis Magazine (U.S.). He qualified for the Masters in Jan. '85 and '85 WCT Dallas Finals. Member of the U.S. Davis Cup team from 1985-present. He was injured in July 1987 and was forced to miss more than seven months of action. The tibia in his left leg was operated on and he finished with his lowest ATP ranking (61) since his first full year in 1984 when he finished No. 12.

Earned a career-high $582,651 in 1989 and finished a personal-best No. 8 on the ATP computer rankings, his highest since finishing No. 12 in 1984. Surpassed $1 million in career prize money in May 1989. Defeated Top 10 players Brad Gilbert and Michael Chang in succession to win Los Angeles in September 1989. He fought off seven match points in his 16 76 62 semifinal victory over Gilbert. Returned to the top 10 at No. 10 on Oct. 16, 1989 for the first time since June 10, 1985, the longest span of any player between top 10 appearances. Added his most impressive singles title at the Tokyo Indoor on Oct. 22, 1989, defeating Stefan Edberg and Carl-uwe Steeb in succession to capture a personal-best $100,000 first prize. He also surpassed his previous career prize money mark he set in 1988. Fought off two match points in his semi-final win over Edberg.Compiled a 50-20 match record while returning to the top 10 in 1989.

Following his professional career, Krickstein started his own business specializing in custom made salt water aquariums. He has since returned to the tennis world as Director of Tennis at the St. Andrews Country Club in Boca Raton, FL as well as competing on the Outback Champions Tour. These days, he is perhaps best known as uncle to Morgan Pressel, a rising LPGA star.