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Royal Rumble: The 2025 “Where Are They Now” Update

The Royal Rumble is more than just a match—it’s the launching pad to WWE superstardom. Let’s look back at every Rumble winner and what their journey has been like since—updated as of early 2025.


1988: Hacksaw Jim Duggan

The inaugural Royal Rumble match wasn’t on pay-per-view but aired as a special on the USA Network, featuring only 20 participants. Hacksaw Jim Duggan entered at #13, lasted 14 minutes, 48 seconds, and eliminated 3 opponents — including the One Man Gang to win.

Duggan enjoyed a solid WWE career in the late ’80s and early ’90s, best known for his patriotic character and trusty 2×4. After leaving WWE, he wrestled in WCW during the mid-to-late ’90s, holding the United States and Television Championships. In more recent years, Duggan has continued to make appearances on the independent scene and at WWE nostalgia events, while also overcoming serious health issues.


1989: Big John Studd

The 1989 Royal Rumble was the first to feature the now-standard 30 participants. Big John Studd entered at #27, lasted 12 minutes, 21 seconds, and eliminated 2 opponents before last tossing out Ted DiBiase to win.

This victory came during Studd’s return run with WWE after a hiatus, and it was part of his storyline feud with “The Million Dollar Man.” Despite the big win, Studd’s in-ring career was winding down; he transitioned into a special referee role later that year. Sadly, Big John Studd’s wrestling career was short-lived after this — he was diagnosed with cancer in the mid-’90s and passed away in 1995 at just 47 years old.


1990 & 1991: Hulk Hogan — Status Update

1991: Entered at #24, lasted 10 minutes 59 seconds, and eliminated 7 opponents, capturing the unique distinction of being the first back-to-back Royal Rumble winner.

1990: Entered the Royal Rumble at #25, lasting 8 minutes 39 seconds before eliminating 6 opponents—including Mr. Perfect—to become the first-ever WWF Champion to win from the title.

Hogan’s wins solidified his dominance in WWE’s golden era. After a storied career and reinvention as “Hollywood Hogan” in WCW’s nWo, he was honored multiple times in the Hall of Fame. Tragically, Hulk Hogan passed away on July 24, 2025, at the age of 71—succumbing to acute myocardial infarction, compounded by longstanding health issues such as leukemia and atrial fibrillation . WWE and other wrestling companies worldwide marked his passing with emotional tribute shows, ten-bell salutes, and declarations of honor from state leaders


1992: Ric Flair

Ric Flair’s iconic 1992 Royal Rumble victory rocketed him into a headline match at WrestleMania VIII. Now 76 and retired since 2022, Flair has shown remarkable resilience in the face of health challenges. In early 2025, he was surprisingly diagnosed with skin cancer — his second bout in three years — but recently announced that he is now cancer-free, thanking his medical team and fans. He remains active as a Hall of Famer and mentor, continuing to embody “The Nature Boy” spirit.


1994: Bret Hart & Lex Luger


1995 & 1996: Shawn Michaels

Shawn Michaels made history by winning the Royal Rumble twice—first in 1995, entering at #1 and lasting 38:41 with 8 eliminations, then in 1996 from #18, lasting 26:10 and again eliminating 8 opponents.

Now a WWE Hall of Famer and NXT mentor, Michaels remains active behind the scenes and is often on-screen on WWE NXT. At 59, he’s hinted at having “one or two matches left in him,” though nothing is confirmed.


1997, 1998 & 2001: Steve Austin

Outside the ring, Austin remains a pop culture icon and boon for WWE merchandise. Though largely retired, he still makes special appearances and continues to influence the Rumble legacy.


1999: Vince McMahon

Vince McMahon shocked the wrestling world by winning the 1999 Royal Rumble from the #2 spot, outlasting Stone Cold Steve Austin in a controversial finish. He lasted 56 minutes, 38 seconds, an astonishing feat for a non-wrestler (He wasn’t there for much of the match…)

As of 2025, McMahon is no longer involved in WWE’s day-to-day operations, having stepped away from his corporate and creative roles in 2023 amid ongoing legal battles and multiple investigations. He remains a polarising figure in wrestling history, with his Rumble victory still considered one of the most infamous finishes of all time.


2000: The Rock

He entered at #24, lasted 14 minutes, 47 seconds, and officially eliminated 4 opponents. The finish saw The Big Show seemingly dump The Rock over the top, but The Rock’s feet did touch the floor before he pulled himself back up. Referees didn’t catch it (or ignored it), so they awarded The Rock the win, setting up his WrestleMania 2000 title shot. WWE later used the botch in storyline, with Big Show claiming he was the “real” winner.

Dwayne “The Rock” Johnson returned for a high-profile appearance at WrestleMania 40, teaming with Roman Reigns against Cody Rhodes and Seth Rollins. Training for pro wrestling at 52 proved grueling, and backstage creative disagreements—especially with Triple H—led to him stepping away post-‘Mania. As of summer, there’s no confirmed WWE return, though speculation remains strong.


2002 & 2016: Triple H

Triple H is one of only a handful of men to win the Royal Rumble twice, with victories 14 years apart.

Triple H is now WWE’s Chief Content Officer, running creative for both Raw and SmackDown. Health issues have ended his in-ring career, but his influence over WWE’s direction is arguably stronger than ever.


2003: Brock Lesnar


2005 & 2014: Batista


2006: Rey Mysterio


2007: The Undertaker


2008 & 2013: John Cena


2009 & 2017: Randy Orton


2010 & 2021: Edge


2011: Alberto Del Rio


2012: Sheamus


2015: Roman Reigns


2018: Shinsuke Nakamura & Asuka


2019: Seth Rollins & Becky Lynch


2020: Drew McIntyre & Charlotte Flair


2021: Edge & Bianca Belair


2022: Brock Lesnar & Ronda Rousey


2023: Cody Rhodes & Rhea Ripley


2024: Cody Rhodes & Bayley


2025: Jey Uso & Charlotte Flair


Outro:
From Hacksaw Jim Duggan & Big John Studd to Rhea Ripley and Jey Uso, Royal Rumble winners have carved wildly different paths — some launching into Hollywood stardom, some becoming locker-room leaders, others fading into obscurity or shocking the world with heel turns, and many that are no longer with us. As we race toward 2026’s Rumble, one thing’s certain: winning it is just the start of a journey that can go anywhere.

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