[11][12] Hart was a dual citizen of Canada and the United States thanks to his mother Helen, who was born in New York.

Hart worked together with his brothers Bret and Bruce in Dory Funk's Amarillo wrestling promotion in Texas during the very early 70s.

[22] The three of them traveled there alone and Bruce Hart described the journey as something akin to Stand By Me as they ran into several misadventures along the way, including getting chased by people who mistook them for hippies due to their long hair.

Hart ended up accidentally botching the finish of the match, leading to Benoit regaining the title from Smith.

[34] Hart began promoting music shows at a very young age[35] and held the first ever outdoors concert in Calgary when he was nineteen years old; the event was called Fantasy Park and featured people such as Charlie Rich and comedian Billie Holiday as well as model Barbi Benton as a special guest.

[41] At some point in the early 80s Hart, perhaps unwittingly, got involved in the Samoan mafia, he helped transport some boxes which contained weapons.

[45] Diagnosed with Bright's disease during the late 1980s, he died of a heart attack on November 21, 1990, at the Hart family mansion.

[49] Dean's death had a severe effect on his brother Bret, making him extremely distraught[50] as he felt that they had grown apart too much in their later years.

He was unsatisfied with how their last interactions had ended up, leaving him feeling like their relationship never got to recover like he wanted, and that in difference from their younger brother Owen, who died in 1999, affected things between them that could have been said and sorted out, but never were.

[53][54] Dean's death shook the family's feeling of aplomb and the sense of invincibility that they had developed as a tight knit group, semi-isolated from mainstream society outside of the wrestling business.

[57] His death was the day before the WWF Survivor Series that year, and commentator Roddy Piper stated that Bret dedicated his match to Dean.