| 1 | Shawn Michaels — WM5 Debut (The Rockers) First of 13 WM Appearances — Future Mr. WrestleMania Shawn Michaels made his WrestleMania debut as part of The Rockers at WM5 — losing to The Twin Towers in his first appearance. HBK would go on to appear at 13 WrestleManias and become 'Mr. WrestleMania', including career-defining matches at WM12, WM22, WM23, WM25, WM26. | Mr. WrestleMania — WWE Hall of Famer 2011 — first #1 entr... | WM5 (1989) — as Rocker with Marty Jannetty | Loss to Twin Towers | 13 |
| 2 | Owen Hart (Blue Blazer) — WM5 Debut Only WM Appearance — Tragic Legend Owen Hart made his WrestleMania debut as The Blue Blazer at WM5 — losing to Mr. Perfect in 5:38. Tragically, WM5 was Owen's only WrestleMania appearance — he passed away on May 23, 1999 at Over the Edge in what should have been a routine stunt. | — | WM5 (1989) — as The Blue Blazer | Loss to Mr. Perfect (5:38) | — |
| 3 | Mr. Perfect (Curt Hennig) — WM5 Debut Perfect Debut — Future Hall of Famer Curt Hennig debuted his Mr. Perfect character at WM5 — defeating The Blue Blazer (Owen Hart) in 5:38 to establish the Perfect persona's flawless winning streak. Hennig would go on to become IC Champion and is a posthumous WWE Hall of Famer (2007). | WWF IC Champion — multiple WM appearances — WWE Hall of F... | WM5 (1989) — as Mr. Perfect | Win over Blue Blazer (Owen Hart) | — |
| 4 | Big Boss Man — WM5 Debut (Twin Towers) The Twin Towers — Future Heenan Family Member The Big Boss Man made his WrestleMania debut as part of The Twin Towers (with Akeem) at WM5 — defeating The Rockers. Boss Man would go on to a long WWF career and is considered one of the most underrated big men of the Golden and New Generation eras. | Long WWF career — multiple WM appearances through Attitud... | WM5 (1989) — Twin Towers with Akeem | Win (Twin Towers over Rockers) | — |
| 5 | The Ultimate Warrior — WM5 Debut IC Champ Debut — First Pin Loss The Ultimate Warrior made his WrestleMania debut as the reigning IC Champion at WM5 — losing the title to Rick Rude in what was simultaneously his WM debut AND his first pinfall loss in the WWF. | Won WWF Championship at WM6 (1990) | WM5 (1989) — as IC Champion | Lost IC Championship to Rick Rude | — |
| 6 | Arn Anderson — WM5 Debut (Brain Busters) Double A — NWA Legend Debuts at WM5 Arn Anderson made his WrestleMania debut as part of The Brain Busters (with Tully Blanchard) at WM5 — defeating Strike Force and witnessing the breakup of Rick Martel and Tito Santana. | WWE Hall of Famer 2012 (as part of Four Horsemen) | WM5 (1989) — Brain Busters with Tully Blanchard | Win over Strike Force | — |
| 7 | Tully Blanchard — WM5 Debut (Brain Busters) Four Horsemen Star at WM5 Tully Blanchard made his WrestleMania debut as part of The Brain Busters at WM5 — helping defeat Strike Force in the match that saw Rick Martel turn heel on Tito Santana. | WWE Hall of Famer 2012 (as part of Four Horsemen) | WM5 (1989) — Brain Busters with Arn Anderson | Win over Strike Force | — |
| 8 | The Bushwhackers — WM5 Debut Luke & Butch — Over-the-Top Debut The Bushwhackers (Luke Williams and Butch Miller) made their WrestleMania debut at WM5 — defeating The Fabulous Rougeaus at 9:10 in their enthusiastic crowd-pleasing style. | — | WM5 (1989) — Bushwhackers Luke & Butch | Win over Fabulous Rougeaus (9:10) | — |
| 9 | Red Rooster (Terry Taylor) — WM5 Debut Most Memorable 31-Second Win Terry Taylor as The Red Rooster made his WM debut at WM5 — defeating Bobby Heenan in approximately 31 seconds in one of the most memorable brief matches in WM history. | — | WM5 (1989) — as The Red Rooster | Win over Bobby Heenan in 31 seconds | — |
| 10 | The Barbarian — WM5 Debut (Powers of Pain) Powers of Pain — Tag Title Challengers The Barbarian made his WrestleMania debut as part of The Powers of Pain (with The Warlord) at WM5 — losing the 3-on-2 Handicap WWF Tag Team Championship match against Demolition. | — | WM5 (1989) — Powers of Pain with The Warlord | Loss to Demolition in Handicap Tag Title Match | — |