The Walking Dead Jeffrey Dean Morgan Roles (Including Negan) Ranked From Nicest To Most Villainous

The Walking Dead's Jeffrey Dean Morgan has played a series of different characters, from the lovely Denny Duquette to the villainous Comedian.

A Seattle native, Jeffrey Dean Morgan was born in 1966 and has been acting professionally since the early 1990s. Best known for his recurring roles in television series such as Supernatural and The Walking Dead, he is often associated with playing the bad boy or the villain, but his characters span a wide range of colorful personalities and distinct moral depth.

Morgan stole hearts in P.S. I Love You, broke hearts with his tragic arc in Grey's Anatomy, and earned a lot of haters for his shocking introduction to The Walking Dead. His characters have lived in the Old West, and have burst forth from the pages of comic books. All of them are unique, but some fully embrace their villainy, while others are about as threatening as a puppy dog.

10 Denny Duquette (Grey’s Anatomy)

Denny Duquette doesn't have a bad bone in his body. As he says himself, he's smart, he's nice, he loves animals, and he's hot. He is a sweetheart and he knows it.

A recurring guest role over season 2 and season 3, the good-natured heart patient falls head over heels for Izzie Stevens from the moment that he sees her. He doesn't let his condition keep him from flirting and playing "dirty Scrabble" with all the confidence of a man that isn't stuck in a hospital bed.

9 William (P.S. I Love You)

A charming Irish musician, William is everything someone would want from an unexpected fling in Ireland. He is handsome, warmhearted, and he can sing! He has every chance to hit it and quit it when he finds out that Holly is his late best friend's wife, but instead he cuddles her close and tells her stories about Gerry and their childhood.

Playing William in P.S. I Love You was Morgan's first big movie role, his first time playing guitar, and his first time acting with an Irish dialect. He knocks them all out of the park.

8 Jason Crouse (The Good Wife)

Jason Crouse can be a little rough around the edges, but he is a decent guy, and the parts of him that aren't he makes up for with charm. Sensual, smart, and with a good sense of humor, Jason is a simple man in some ways, perfectly happy lounging around naked, eating Doritos, and watching bad movies.

A lawyer turned private investigator, he is not above using his charm to get the answers that he needs for work. There's nothing villainous about it though, just a little bit sneaky.

7 John Winchester (Supernatural)

John Winchester doesn't get everything right when it comes to parenting, but he is a good man that loves his family. He got lost along the way after the death of his wife, particularly during the boys' childhood.

He played the tough and sometimes absent father who prioritized being a Hunter over letting his kids be kids, but he did it because he wanted to protect them. Far from a villain, he eventually sacrifices himself for Dean by making a deal with a demon.

6 Clay (The Losers)

A main character featured in DC Comics' The Losers, Franklin Clay is the commander of a covert Black Ops team that works for the CIA. A stoic leader, Clay takes down drug cartels, saves children, and cares about his team.

After being betrayed by their handler, the team goes underground and comes up with a plan to take him down. There is something to be said about the morality of working for a government agency that asks its employees to do violent and morally questionable things, but his portrayal in the film is as a good man.

5 Ike Evans (Magic City)

Ike Evans isn't a villain, but he's made his deals with the devil...repeatedly, and against his better judgment. A dreamer and a family man, he puts both at risk by getting mixed up with the Miami mob and using their dirty money for his hotel.

Though he tries to get out of their many deals, and even outright rebels, he gets into bed with Fidel Castro instead. The bottom line is that his love for his hotel is often more important than his attachment to his morals.

4 Max (The Resident)

A landlord that stalks one of his residents through hidden tunnels and secret entrances that he's built into the walls, Max is a deceptively charming man that is truly an outright predator.

He not only drugs and assaults his innocent tenant, but he kills his own grandfather because the old man knew his true nature. Max is horrific but does not have quite as high of a kill count as some of the other characters that made it further on the list.

3 Negan (The Walking Dead)

Fans either love to hate him, or hate to love him, but Negan is a villain through and through. Known for his swagger, his leather jacket, and his barbed-wire covered bat, Negan joyfully beating Glenn and Abraham to death is burned into viewers' memories.

He sees people as a resource and avoids killing when he can, that doesn't mean that he doesn't like it when it happens. When he isn't committing murder, he settles for burning people's faces off with an iron. Negan has softened over the years and may even be on his way to redemption, but he is still a big bad.

2 Henry Delarue (The Salvation)

Henry Delarue is a classic Western bad guy with a grudge to settle. He uses his band of violent men to extort a poor, struggling town for his "protection", he kills an innocent old woman and a harmless amputee just to make a point.

Later, he sexually and physically abuses his brother's wife, and he is a flat out racist. There is nothing redeeming about Delarue. He has no shame, no guilt, and he doesn't change from the beginning to the end of the movie.

1 The Comedian (Watchmen)

Eddie Blake is a hothead that thrives off of anarchy. He hides behind his position in the Minutemen and the Crimebusters, using it as an excuse to commit horrible acts of violence. He doesn't follow any rulebook or have a clear set of morals.

Working as a government operative during the Vietnam War, his atrocities only got worse. He even publicly killed the pregnant mother of his child while he was there. His fellow vigilantes weren't safe from his cruelty. He attempted to rape Silk Spectre and beat her mercilessly before he was stopped. Active for over 45 years, Eddie killed for decades believing that he was above the law.