Possible Clues:

• Roberta Flack hit
• Ventura of Minnesota
• Pop singer McCartney
• Olympian Owens
• First name in 19th-century outlawry
• First name among wrestling legends
• Title guy in a 1980 Carly Simon hit
• Helms or Jackson
• Eisenberg of "The Social Network"
• Ventura or Eisenberg