He’s the Heartbreak Kid; the Show Stopper. For more than two decades, Shawn Michaels has had amazing matches inside the ring and controversial moments outside it. Now, for the first time on DVD, fans can see the whole story. From the Rockers to D-Generation X with Triple H, the Clique to the "Montreal Screwjob," every ounce of Michael’s heartbreak and triumph is here!

Match Listings & DVD extras (according to amazon.com)

vs. Billy Jack Haynes
WCCW Jan. 11/85

Midnight Rockers vs. AWA Tag Team Champions Buddy Rose & Doug Somers - This isn't the bloothbath match that happened on the "From The Vault" DVD but I believe this is the match where they won the tag team championship.
AWA Feb. 10/87

AWA Tag Team Champions Midnight Rockers vs. Super Ninja & Ninja Go
AWA Jun. 12/87

The Rockers vs. The Brainbusters
Madison Square Garden Jan. 23/89

2 Out Of 3 Falls Match: The Rockers vs. WWE Tag Team Champions Hart Foundation - Unless they had more than one taped 2 out of 3 falls match during this month, this IS the 2 out of 3 falls match that was taped for television in which The Rockers won the tag team titles only to have the decision reversed & erased from the record books due to the top rope malfunction. This is the first time this match has been seen anywhere.
October '90

The Rockers vs. Orient Express
Royal Rumble '91

vs. Intercontinental Champion British Bulldog - This match happened the week before that years Survivor Series & was Bulldog's last match in the WWF until he returned in '94. The story here was HBK working on Bulldog's back which was injured during the match & HBK winning his first I.C. title after Bulldog couldn't hold the superplex off the top rope.
Sat. Night Main Event Nov. 8/92

Royal Rumble Battle Royal - This was the Rumble where Shawn made history by entering #1 & winning the Rumble after pulling off that infamous ending where one foot hit the floor instead of both. This Rumble didn't have the same format as the usual Rumble's as the entries didn't happen every two mins. Other moments to look out for besides Shawn's performance in the Rumble are Bulldog's performance & Bret Hart getting revenge on those who attacked him in his title match earlier in the night.
Royal Rumble '95

vs. Intercontinental Champion Jeff Jarrett - About time they put this match on DVD because this is a "lost classic." This was not only a great wrestling match (one of Jarrett's best in his WWF history) but also the story of each man trying to show off & "one-up" each other thoughout the match added to it by Jarrett doing HBK's pose on the top turnbuckle or Shawn doing Jarrett's strut. Again, a lost classic that finally made it's way to DVD.
In Your House Jul. 23/95

WWE Championship Match vs. The British Bulldog
King of the Ring '96

vs. World Heavyweight Champion Triple H
RAW Dec. 29/03

The Rockers vs. La Resistance - This was the Rockers reunion that happened on RAW to further the storyline between himself & Kurt Angle who was facing Jannetty on SmackDown later that week. La Resistance were just bodies for The Rockers to get over on but what was real impressive was how they worked together like the Rockers of old eventhough they haven't teamed together for over 13 years.
RAW Mar. 14/05

vs. Kurt Angle - The sequel to their classic at WrestleMania 21 & this match was no different than the last one in which it had you on the edge of your seat going "ohh & aww" thoughout the bout. I can't describe this match except for it was a classic that you have to see.
Vengeance '05

vs. John Cena - One of the longest "bell to bell" matches in RAW history here. This heavily made up & surpassed their WrestleMania match here. They went close to an hour which you don't see anymore these days in WWE and boy, what a match it was. This was the best HBK/Cena encounter that's happened dating back to their brief series together in 2005.
RAW Apr. 23/07

Deleted Scenes
Wrestling Academy
Bible Teacher
Colorado Expedition
Who's the Greatest "Wrestler"?

Stories
High School Prankster
High School Talent Show
Letter Jacket
Mom's Approval
The Bruise
The Rockers "Fight"
This Is a Little Higher Than I Thought
Brown Pants (I think this refers to his Survivor Series '02 outfit)