Hulk Hogan began his pro wrestling career in the late 1970s, competing for Florida territories,. He became a pop culture icon in 1980s WWE, jumped ship to WCW in the 1990s, and worked his last match in 2012 for TNA. That’s a career that spans five decades, which is chock full of feuds, both as a heel and a face. Many fans would consider some of his best rivalries to be against “Macho Man” Randy Savage, Andre the Giant, and Ric Flair, among many others.

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But what about the feuds that disappointed? Sometimes a feud doesn’t totally work, either due to storyline, booking, or simply poor matches. Let’s take a look at some Hulk Hogan rivalries that should have been good, but ended up not pleasing fans for one reason or another.

10 Sting

Hulk Hogan vs. Sting

WCW’s biggest narrative of the 1990s boom period was also its most disappointing. In 1996, the New World Order formed, a heel group composed of ex-WWE talent like Hulk Hogan, Kevin Nash, Scott Hall, and too many more to name.

Opposing the nWo was WCW’s top babyface, Sting, who transformed into a dark vigilante inspired by The Crow to take them on. It was a ridiculously popular storyline, but the decisive title match at Starrcade ‘97 had a botched ending and Hulk Hogan winning, totally killing fan enthusiasm for the rivalry.

9 Billy Kidman

Hulk Hogan vs. Billy Kidman

While running WCW, Vince Russo and Eric Bischoff came up with a bold idea for the April 10, 2000 edition of Monday Nitro: they decided to vacate all championships and divide the roster into two groups, with the aging veterans forming the Millionaire’s Club and the younger talent grouped together as New Blood.

Unfortunately, the New Blood were heels and the Millionaire’s Club were famous popular wrestlers, so this didn’t do any of the young guys any favors. The least amount of favors were being done to Billy Kidman as he got into a months-long feud with Hulk Hogan over whether or not Kidman was a draw. Kidman lost most of his matches, and Hogan’s point was proven.

8 Shawn Michaels

Hulk Hogan vs. Shawn Michaels

Hulk Hogan left WCW in 2000, but only returned to WWE in 2002. Fans were excited about the Hulkster’s return to the place where he became a megastar, and a series of well-received dream matches ensued, like Hogan taking on The Rock. In 2005, however, he got into a feud with Shawn Michaels, leading to another dream match at SummerSlam.

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Unfortunately, Hogan insisted on winning the match, turning a potential three-match feud into a one-match affair. The only match fans got out of it was pretty entertaining, but only because Shawn Michaels decided to oversell Hulk Hogan’s classic cartoonish offense, making Hogan seem even sillier than normal.

7 Kevin Nash

Hulk Hogan vs. Kevin Nash -- the Fingerpoke of Doom

In 1998, a schism in the nWo led to Kevin Nash forming the babyface nWo Wolfpac, with Hogan’s nWo Hollywood remaining heel. The split into two competing factions was a pretty decent way to keep the New World Order relevant, but ultimately this feud would lead to the 1/4/1999 Monday Nitro match, featuring the infamous “Fingerpoke of Doom,” revealing that Nash and Hogan were actually conspiring all along.

It was one swerve too many, and considered one of the many factors that contributed to WCW’s ultimate downfall.

6 Jake Roberts

Hulk Hogan vs. Jake Roberts

Fans watching WWF regional shows in 1986 fondly remember an incident on a segment of The Snake Pit where Jake “The Snake” Roberts attacked Hogan, delivering a DDT. This was meant to lead to a full-on feud, but when they started running it on the house show circuit, fans surprisingly cheered for Roberts over Hogan. That sort of thing was unheard of in the 1980s, so WWF cancelled the feud in order to keep Hulk Hogan looking strong and popular.

5 Jeff Jarrett

Hulk Hogan vs. Jeff Jarrett

In the summer of 2000, Hulk Hogan was getting into a feud with Jeff Jarrett. They had a No Contest result on a Monday Nitro, leading to a title match at Bash at the Beach. It’s not the most exciting feud in the world, but even tempered expectations resulted in a huge, confusing disappointment when it came time for Bash.

The title bout turned into the classic Vince Russo “worked shoot,” with Russo ordering Jarrett to lie down and lose, Hogan taking the microphone to trash WCW, and Russo “firing” Hogan on the air. To make matters stranger, Hogan never returned to WCW and a huge lawsuit happened for some reason.

4 Sid Justice

Hulk Hogan vs. Sid Justice

Despite being the top babyface in all of wrestling, Hulk Hogan often acted like a straight-up villain. Take, for example, the 1992 Royal Rumble where he got eliminated fair and square by Sid Justice -- to shocking cheers from the crowd -- and then had a temper tantrum before yanking Sid to the floor, allowing Ric Flair to win the Rumble. This led to a main event match between Sid and Hogan at WrestleMania VIII.

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The match is about as good as a Sid/Hogan match could be, but what really makes the whole thing a disappointment was the finish, which, due to a miscue, resulted in a WrestleMania main event ending in a DQ.

3 Brutus Beefcake

Hulk Hogan vs. The Butcher, a.k.a Brutus Beefcake

Real-life friends having wrestling matches together can more often than not be a slam-dunk when it comes to emotional content. Think about Edge vs. Christian, Hirooki Goto vs. Katsuyori Shibata, or Sami Zayn vs. Kevin Owens.

Hulk Hogan and Brutus Beefcake were real-life friends, so his siding with Kevin Sullivan against Hogan in WCW and becoming “The Butcher” should have come with a decent amount of pathos. Instead, the reviled Starrcade ‘94 main event between Hogan and The Butcher mostly felt like Hogan fighting a guy that was willing to lose to him without a ton of ego.

2 Randy Orton

Hulk Hogan vs. Randy Orton

In 2006, a young Randy Orton was on a hot streak as “The Legend Killer,” who viciously took out all the physically capable WWE old guys to establish his dominance. It was really cool, but the gimmick sort of depends on him taking out credible legends.

This led to a feud with Hulk Hogan going into SummerSlam 2006, a moment that would have really solidified Orton’s gimmick. Unfortunately, just like the Shawn Michaels feud, Hogan insisted on winning, so even in his final WWE match ever, old Terry refused to put over young talent.

1 Warrior (1998)

Hulk Hogan vs. Warrior

Once Hogan was done with Sting, an old enemy resurfaced in late 1998 in the form of the (formerly Ultimate) Warrior, who defeated Hulk Hogan in the incredible main event of WrestleMania VI. The road to their infamous bout at Halloween Havoc was compelling enough if a retread of the Sting feud with supernatural sneak attacks.

But the PPV bout itself was a tremendous disappointment, considered one of the worst big matches of all time as a whole lot of lackluster wrestling led to a botched finish and Hogan getting a win back over one of the few wrestlers to beat him clean.

NEXT: Hulk Hogan: His 10 Most Controversial Victories