Stampede Wrestling One of Hart's first wrestling appearances was in her father's promotion,
Stampede Wrestling, in August 1989, during a heated rivalry between her husband
Davey Boy Smith and his storyline brother
Johnny Smith, in which her brother
Owen Hart also got involved after Johnny's disrespect towards the Hart family. She was also involved in the 1999 incarnation of Stampede Wrestling. In a storyline where she refused to put the belt around the waist of a wrestler who had insulted her family, she was then attacked but her son Harry intervened and chased the attackers off.
World Wrestling Federation/Entertainment Hart was in attendance at
SummerSlam in August 1992 where her husband won the
WWF Intercontinental Championship from her brother,
Bret Hart, in the night's main event at
Wembley Stadium. At the end of the match, Hart embraced both her brother and her husband to signify the family's unification. Two years later at the
1994 SummerSlam, she sat at ringside beside her husband, who had just returned to the WWF, to watch her brothers Bret and Owen wrestle each other inside a steel cage for the
WWF Championship. In 1995, she accompanied her husband to the ring for his WWF Championship match against Bret at
In Your House: Season's Beatings, which Davey lost. In April 1996, the WWF began a storyline where Hart claimed that she was sexually assaulted by
Shawn Michaels backstage at
In Your House: Good Friends, Better Enemies in an attempt to play mind games with Michaels as her husband prepared to challenge him for the WWF Championship at
In Your House: Beware of Dog. The
angle culminated with an in-ring promo on an episode of
Monday Night Raw where Hart slapped Michaels, leading to a brawl between Michaels and Bulldog. When their match at In Your House led to a draw, a rematch was signed for
King of the Ring 1996, which the Bulldog ultimately lost. After that, the storyline was dropped. In July 1997, Diana accompanied the
Hart Foundation in their match at
In Your House: Canadian Stampede, who defeated
Stone Cold Steve Austin,
Ken Shamrock,
Goldust, and
The Legion of Doom in the main event. Two months later, she was at ringside for the
WWF One Night Only British pay-per-view, where her husband lost the
WWF European Championship to
Shawn Michaels in the main event. She later appeared on WWE television in May 2002, when she was interviewed for a
WWE Confidential piece on the recent death of her ex-husband. At
WrestleMania XXVI, Hart returned as a lumberjack for the No Holds Barred Match between Bret Hart and Mr. McMahon. McMahon had paid the Hart Family to screw Bret in their match. However, the tables were turned and the Hart Family sided with Bret and helped him win the match. She also appeared at her father Stu's Hall of Fame induction in 2010 together with all her living siblings. She also appeared alongside her children to accept the posthumous Hall of Fame induction of her ex-husband as part of the class of 2020 (ceremony held in 2021).
Hart Legacy Wrestling Hart has also worked for
Hart Legacy Wrestling, which is managed by her relatives and their associates, she appeared on the first ever
HLW event in 2013 together with all her living siblings except Bret and the Hopes & Ropes charity fundraiser in 2016 where she signed copies of her book
Cauliflower Heart: A Romantic Wrestler. She also works with gym training for younger students and promotional work for the shows. ==Writing==