mr. wonderful on the show, crashed into another boat and killed a man from florida. a few days later, police say a woman injured in that crash died in the hospital, a spokesperson for o leary told tmz that o leary s wife was at the helm of the boat when the crash happened. he said she took and passed a sobriety test that night. trace gallagher with the rest of the story live. trace? shep, kevin o leary and his wife and another friend were in a wake boarding boat which was about 21 feet long. investigators say o leary s boat is the smaller one. the accident happened at 11:30 at night. a big part of the investigation is whether the boat that was hit halve its navigation lights on. o leary said it did not telling tmz, late saturday night, i was in a passenger in abode that had a tragic collision with another crash that had no navigation lights on and fled the scene of the accident. now o leary also tells tmz