Triple H's 30-year wrestling career came to a halt in March 2022, and the 14-time WWE World Champion's last batch of matches had spanned over five years.Unquestionably, Triple H is one of the greatest wrestlers of all time. The Game was trained by Killer Kowalski, and he has gone on to achieve great things in his career. The Cerebral Assassin is a 14-time WWE World Champion with nine reigns as WWE Champion and five runs as the World Heavyweight Champion. Triple H has left no stone unturned in his wrestling career, and since he became the COO of WWE in 2011, his in-ring career began to wind down.RELATED: Every Stable & Tag Team That Triple H Has Been Part Of, Ranked Worst To BestHealth comes first, and Triple H suffered a cardiac event in September 2021. It could have been fatal. Triple H is a husband, and he is a father to three daughters. Nevertheless, Triple H's last set of matches saw him team up and face off against some legends, who he battled with his in prime. Triple H has a knack for competing in marquee matches, and while he will be missed inside the squared circle, Triple H had one heck of a run.

10 Triple H Vs. Randy Orton - Raw (1/11/21)

Although it wasn't an official match, Triple H and his former Evolution stablemate Randy Orton brawled on the January 11, 2021, edition of Raw. It was the first time in nearly five years that The Game had competed on Raw. There were no fans as the COVID-19 pandemic was around with ThunderDome being the stage of this meeting.

Triple H sported a black t-shirt and jeans, and he launched The Viper into the steel steps. Blood was running down Orton's face. However, Triple H retrieved the sledgehammer, and he had a candlelit torch in his possession. Triple H disappeared, Alexa Bliss emerged, and she threw a fireball in Orton's face.

9 DX Vs. The Brothers Of Destruction - Crown Jewel 2018

Crown Jewel 2018 featured four iconic legends in the same match for the final time. Triple H and Shawn Michaels reunited DX and they faced off with The Brothers of Destruction. Unfortunately, this match was a catalog of errors, right from the word go.

Triple H tore his pectoral muscle, and like a pro, he managed to finish off the match. Kane's mask was removed a couple of times, and there were several mistimed moves from HBK and The Undertaker. As good as it was to see four legends in the ring, it was a sad state of affairs with all four past their prime. DX picked up the win.

8 Triple H Vs. The Undertaker - Super Show-Down 2018

Fans in Melbourne, Australia were treated to seeing Triple H and The Undertaker face-off for the final time in singles competition at Super Show-Down 2018. Father time is undefeated, and it was clear to see that Triple H and The Undertaker struggled as the encounter went on.

There was no need for the match to last 27 minutes, as it hampered the quality of the bout. Nevertheless, the victory was significant for Triple H as he registered his first victory over The Undertaker in a singles match on pay-per-view.

7 Triple H Vs. Randy Orton - Super ShowDown 2019

Super ShowDown 2019 emanating in Jeddah, Saudi Arabia turned out to be Triple H's final televised match with a crowd in attendance. The Cerebral Assassin competed against Randy Orton, who he has faced countless times. As predicted, Triple H had another lengthy match against his former Evolution stablemate, and the match got boring the longer it went on.

RELATED: Every Major Triple H Vs. Randy Orton Match, Ranked From Worst To Best

Triple H often dominated his rivalry with Orton, and he ended several of Orton's World Championship reigns. There were no titles at stake here as they were battling for pride, but The Viper slithered away with a rare victory over Triple H in their final meeting.

6 Team Raw Vs. Team SmackDown - Survivor Series 2017

Triple H competed at Survivor Series for the first time in eight years at the 2017 iteration of the event. The Game was a part of Team Raw that featured himself, Kurt Angle, Braun Strowman, Finn Balor, and Samoa Joe. If they failed to beat Team SmackDown, Angle would be relieved of his duties as the Raw General Manager.

SmackDown's side was strong with the likes of Randy Orton, John Cena, Shane McMahon, Bobby Roode, and Samoa Joe. The match was decent, but the old guard dominated the match. The Game betrayed Angle that led to his elimination, but Triple H was victorious as he finished off his brother-in-law Shane McMahon with a Pedigree.

5 Triple H Vs. Roman Reigns - WrestleMania 32

Fans detested the idea of Triple H and Roman Reigns main eventingWrestleMania 32 for the WWE Championship. The Game walked in as the defending WWE Champion, and it was the final time that Triple H headlined the Show of Shows.

The Big Dog received a hostile reception, and everyone knew that he was going to dethrone Triple H. It was a drawn-out affair, and Triple H's old faithful, the sledgehammer, did not come to his aid. Reigns hit him with a Spear to become a three-time WWE Champion.

4 Triple H Vs. John Cena - Greatest Royal Rumble 2018

Triple H wrestled his former rival John Cena for the final time at theGreatest Royal Rumble in 2018. It was the first WWE pay-per-view to be held in Saudi Arabia. Neither Triple H nor Cena were functioning on full-time schedules, but it was to great see two wrestlers with 30 World Championships between them going toe-to-toe.

RELATED: 10 Pictures Of Triple H Being Emotional With Wrestlers You Have To See

Both Triple H and Cena brought their A-games, and there were several near falls. The bout flowed exceptionally well in the curtain-raiser. Ultimately, a third AA was enough for Big Match John to get a huge win over Triple H.

3 Triple H Vs. Batista - WrestleMania 35

The rivalry between Triple H and Batista is one of the best feuds between former stablemates. AtWrestleMania 35, The Game was looking to beat Batista for the first time in his career. However, there was a caveat as if Triple H failed to beat Batista, he would be forced into retirement.

This No Holds Barred match was brutal with neither man pulling any punches. Again, it was a typically long Triple H match, but the bout was tons of fun. In reality, the match was Batista's retirement match as he suffered his first loss to Triple H, and he rode into the sunset to continue his career in Hollywood.

2 Triple H & Stephanie McMahon Vs. Kurt Angle & Ronda Rousey - WrestleMania 34

Arguably, the mixed tag team match between Triple H and his wife Stephanie McMahon facing off with Kurt Angle and Ronda Rousey at WrestleMania 34 was the best match on the card. This was Stephanie's maiden WrestleMania match, and Rousey made her in-ring WWE debut.

This match was outstanding. Triple H and Angle deserve credit for carrying the match with their experience. Nonetheless, Rousey finally cinched in the armbar on McMahon, and she picked up the win for her team.

1 Triple H Vs. Seth Rollins - WrestleMania 33

Triple H's match with Seth Rollins tore the house down atWrestleMania 33. The build-up was fantastically done, and this was a mouthwatering affair between two remarkable workers. The Architect incorporated Triple H's Pedigree into his skillset, and it was interesting to see who would prevail with that maneuver.

The Game's wife Stephanie McMahon was a constant presence in the match. This Non-Sanctioned contest went back and forth with several near-falls. However, Stephanie took a bump by crashing through the table at ringside, and Rollins earned a huge victory with the Pedigree.