| 1 | The Official Beginning of the Attitude Era Austin's Championship Win Launched WWF's Most Commercially Successful Period WrestleMania XIV is universally cited as the official beginning of the WWF's Attitude Era — the period from 1998 to 2001 that produced the greatest commercial success in the company's history. Austin's championship win, combined with Mike Tyson's involvement, the post-match celebration, and the overall aesthetic of the event communicated a fundamental shift in WWF's identity: from the family-friendly New Generation to the edgy, confrontational, anti-authority Attitude. The post-event Raw began WWF's ratings recovery, and on April 13, 1998 — just two weeks after WM14 — WWF Raw ended WCW Nitro's 83-week consecutive ratings winning streak for the first time since June 1996. | Official beginning of the WWF Attitude Era | WWF Raw ended WCW's 83-week ratings streak on April 13, 1... |
| 2 | Steve Austin's First WWF Championship Win Stone Cold Became Champion for the First Time at WM14 WrestleMania XIV was the night Steve Austin won the WWF Championship for the first time — the defining career achievement for the man who would become the most commercially successful figure in professional wrestling history. Austin had previously challenged for the title at In Your House 13 and 15 without success. His WM14 victory launched a series of championship reigns that defined the Attitude Era and made him the biggest draw in the sport's history. | Steve Austin's first WWF Championship win | — |
| 3 | First Ever Match Between The Undertaker and Kane Brothers of Destruction Met for the First Time at WM14 WrestleMania XIV featured the first ever in-ring match between The Undertaker and Kane — the first chapter in one of professional wrestling's most enduring and celebrated rivalries. The match had been building since Kane's debut at Badd Blood: In Your House in October 1997. Their WM14 encounter launched a partnership-versus-rivalry relationship between the Brothers of Destruction that would continue for two decades of WWF/WWE programming. | First ever Undertaker vs. Kane match | — |
| 4 | First WrestleMania Without Bret Hart Since 1986 Montreal Screwjob Consequences Left WM14 Hart-Free WrestleMania XIV was the first WrestleMania without Bret Hart in any capacity since WrestleMania 2 in 1986 — a twelve-year streak interrupted by the Montreal Screwjob. Hart had left for WCW following Survivor Series 1997, leaving Owen Hart as the only remaining Hart family member in WWF. The absence of a man who had been central to so many WrestleManias emphasised the scale of the generational change WM14 represented. | First WrestleMania without Bret Hart since WM2 in 1986 | — |
| 5 | First Defence of the WWF European Championship at WrestleMania Triple H vs. Owen Hart — European Title's WM Debut WrestleMania XIV featured the first ever defence of the WWF European Championship at a WrestleMania event. The European title had been created in February 1997 and was considered a prestige secondary championship. Its WM14 defence between Triple H and Owen Hart gave the title WrestleMania legitimacy for the first time in its history. | First defence of WWF European Championship at WrestleMania | — |
| 6 | Pete Rose Chokeslammed by Kane — Beginning of WrestleMania Celebrity Tradition Baseball Legend Pete Rose Became Kane's First WrestleMania Victim Pete Rose's chokeslam by Kane during his ring announcing duties for the Undertaker vs. Kane match began one of WrestleMania's most beloved recurring traditions: Kane and Pete Rose's WrestleMania interaction. Rose appeared at WM14 as the ring announcer and was mid-tirade mocking the Boston Red Sox (Rose's history as a Cincinnati Reds legend made him a natural nemesis for the Boston crowd) when Kane appeared and Chokeslammed him. Rose subsequently appeared at WM15 and WM16, each time being disposed of by Kane, creating one of the Attitude Era's most charming annual traditions. | Pete Rose's first WM appearance — first of multiple Kane ... | — |
| 7 | Shawn Michaels' Final Match for Four Years HBK Suffered Career-Ending Back Injury — Didn't Return Until SummerSlam 2002 WrestleMania XIV was Shawn Michaels' final competitive match for four years. His back injury — three herniated discs sustained in the Royal Rumble casket match — proved too severe to continue an active career. He didn't return to in-ring competition until SummerSlam 2002, where a match against Triple H revealed his injuries had sufficiently healed for a full-time return. The WM14 main event was, at the time, believed to be Michaels' farewell to the ring — his curtain call from active competition. | Shawn Michaels' final match for four years — returned Sum... | — |
| 8 | Mike Tyson — The Most Famous WrestleMania Celebrity Enforcer Post-Ear-Bite Tyson Was Global Mainstream Drawing Card for WM14 Mike Tyson's involvement at WrestleMania XIV — as the special ringside enforcer — was the most commercially significant celebrity participation in the event's history since the celebrity-filled 1980s events. Tyson had been suspended from boxing since June 1997 following the Evander Holyfield ear-bite incident. Despite (or because of) his controversy, he remained one of the most globally recognisable human beings on Earth. His involvement in WM14 generated mainstream media coverage at a scale the WWF had not achieved in years and was a significant factor in the post-WM14 ratings recovery. | Most commercially significant WM celebrity involvement si... | — |
| 9 | Undertaker's WrestleMania Streak Extended to Seven Consecutive Wins 7-0 at WrestleMania — Streak Still Not Actively Promoted as Storyline The Undertaker's defeat of Kane at WM14 extended his WrestleMania winning streak to seven consecutive victories. As at WM12, the streak was not being actively promoted as a major storyline narrative — that acknowledgment would come in subsequent years. His WM14 performance against Kane was considered the most entertaining of his first seven WrestleMania matches. | Undertaker's WM streak extended to 7-0 | — |