- May 7 Louis Orr, American college basketball coach (Bowling Green State University 2007–14, Seton Hall 2001-06), born in Cincinnati, Ohio (d. 2022)
- May 8 Lovie Smith, American football coach (NFL Coach of the Year 2005 Chicago Bears; TB Buccaneers, Houston Texans; Uni of Illinois), born in Gladewater, Texas
- May 9 Esko Rechardt, Finnish yachtsman (Olympic gold 1980)
- May 11 Peter Antonie, Australian rower (Olympic gold 1992), born in Melbourne, Victoria
- May 14 Christine Brennan, American sports columnist
- May 18 Ray Donaldson, NFL center (Dallas Cowboys), born in Rome, Georgia
- May 20 Mike Stefanik, American auto racer (9 NASCAR Modified Championships), born in Wilbraham, Massachusetts (d. 2019)
- May 21 Sabine Bischoff, German fencer (Olympic gold 1984), born in Tauberbischofsheim, Germany (d. 2013)
- May 29 Ivar Sisniega, Mexican pentathlete, politician (Sports Minister 1994-2000), born in Kenosha, Wisconsin, USA
- May 29 Uwe Rapolder, German soccer midfielder, coach (1. FC Köln), born in Hausen an der Zaber, Germany
- May 31 Gary Hallberg, American golfer (3 PGA Tour titles), born in Berwyn, Illinois
About May 1958
How Old? 65 years old
Generation: Baby Boomer
Leap Year: No