Kevin O’leary, 69, Is One of the Most Successful Men in Business, but He Didn’t Build His Empire Alone. the Shark Tank Star Has Had His Wife of 33 Year's, Linda O’leary, by His Side as He’s Conquered Various Work Fields Like Business, Television, Journalism, and More. in 2019, the O’learys Made Headlines When They Were Involved in a Boat Crash That Killed Two People. Linda Was Charged for the Incident but Was Found Not Guilty Two Year's Later. Kevin Was Extremely Supportive of His Wife During Her Legal Troubles.