Split: Negan (Jeffrey Dean Morgan); Daryl Dixon (Norman Reedus); and Beta (Ryan Hurst) in The Walking Dead

The Walking Dead: Daryl Dixon is about to take its eponymous main character to new and exciting locations in his very series. A spinoff to The Walking Dead, the new series follows Daryl Dixon as he investigates a post-apocalyptic France, where he encounters new threats–both dead and undead.

Daryl has never been one to shy away from a fight, gathering plenty of enemies for himself over the course of the apocalypse. Over the span of his eleven-year tenure in The Walking Dead, Daryl garnered quite a Rogues Gallery of antagonists that would do anything to see him dead.

10Leah Shaw

Leah-in-The-Walking-Dead

In one of The Walking Dead Season 10’s extra episodes, audiences are introduced to Leah Shaw, a survivor played by Lynn Collins. While searching for Rick Grimes, Daryl stumbles upon Leah’s settlement, where the two forge a brief romance. However, the two eventually separated and would find themselves to be enemies in their future encounters.

Leah’s introduction may not have made for Daryl’s best episode of The Walking Dead, but it did give the character a compelling new adversary for whom he still harbored feelings. Leah pushed Daryl to his very limit as he did everything he could not to have to harm her. Unfortunately, Leah went too far, forcing Daryl to kill her in order to save Maggie’s life.

9Pope

The Walking Dead Pope talks to Daryl

Ritchie Coster plays Pope, the leader of a devout group of survivors known as the Reapers in the first part of The Walking Dead‘s eleventh season. Pope is callous, cruel, and dedicated to his misguided beliefs, making him a terrifying villain for anyone in the apocalypse to come across.

Daryl in particular got on Pope’s bad side after infiltrating his group under false pretenses. Not trusting Daryl from the beginning, Pope put him through the wringer in order to prove his loyalties, only to wind up being betrayed by one of his lieutenants.

8Simon

Simon is Negan’s right-hand man, who serves him throughout the Savior War. Portrayed by Steven Ogg, Simon’s bloodlust is much less controlled than Negan’s, leading him to commit genocide on multiple occasions without his leader’s permission. Eventually, Simon’s liberties lead Negan to kill him in a duel for leadership over the Saviors.

Simon is in many ways the Savior equivalent of Daryl Dixon, with both characters serving as their respective leader’s right-hand man. The two didn’t interact many times throughout the Savior War, but were clearly set up as opposite sides of the same coin.

7Lance Hornsby

lance Hornsby the walking dead

Josh Hamilton plays a major role in The Walking Dead‘s final season as Lance Hornsby, the scheming second-in-command in the Commonwealth. Hornsby continually did what he claimed was best for his community, which often involved murder, subterfuge, and ruthlessness, leading Carol Peletier to shoot him dead when he finally went too far.

Prior to his death, Hornsby proved to be a particular thorn in the side of Daryl Dixon, who was serving as a peacekeeper in the Commonwealth. Daryl’s morals were often pushed to the limit while working for Hornsby, until he was forced to finally lay aside his position in the Commonwealth and go out on his own once more.

6Alpha

Samantha Morton as Alpha – The Walking Dead _ Season 9, Episode 10 – Photo Credit: Gene Page/AMC

Samantha Morton provides one of the most terrifying villain portrayals in The Walking Dead as Alpha, the leader of the Whisperers. Alpha is an authoritarian and abusive leader who accepts nothing short of complete devotion from her followers. She leads the Whisperers in an all-out war against the Coalition of Communities in the ninth and tenth seasons of the post-apocalyptic drama.

Alpha and Daryl came to blows several times, with the latter feeling responsible for avenging the death of his friends. In a particularly brutal fight, Alpha left Daryl with a gnarly facial scar as an eternal reminder of her wicked ferocity that nearly destroyed Alexandria and its sister communities.

5Dwight

Austin Amelio portrays Dwight, a member of Negan’s Saviors during the All-Out War storyline in The Walking Dead. Dwight begins as one of the most hated characters in the series, murdering Denise in cold blood. However, as the series goes on, he becomes a more sympathetic character and even betrays Negan in favor of Rick’s group.

Dwight heavily influenced Daryl Dixon’s arc on The Walking Dead, particularly in the eighth season. After all that he had done to earn his own death, Dwight managed to redeem himself by acting as a mole against Negan during the war. Tormented by what Dwight had done, Daryl was forced to forgive his enemy and set him free, marking a very important moment in his ongoing character arc.

4Merle Dixon

Michael Rooker as Merle Dixon in The Walking Dead

Daryl and Merle Dixon may have been brothers, but they very rarely saw eye-to-eye. Played by Michael Rooker, Merle was a far more surly and unamicable man than his younger brother. As a result, the two found themselves on opposite sides during the conflict with the Governor–at least until Merle defected later on.

In their conflicts, Daryl learned that he didn’t want to be the same kind of man as Merle. While Daryl did everything he could to help his brother, Merle only ever held him back, whether intentionally or not. As tragic as it was when Daryl discovered Merle as a walker in the penultimate episode of Season 3, it was from this moment on that the younger Dixon brother was able to grow into his own.

3The Governor

The Governor shooting his own soldiers in The Walking Dead

David Morrisey’s Philip Blake, a.k.a. the Governor, is one of the most memorable villains in the history of The Walking Dead. Serving as the main villain of Season 3 and the first half of Season 4, few people gave Rick’s group more trouble than the Governor–and, in some ways, Daryl suffered the worst of the villain’s tirade.

The Governor personally killed Merle, Daryl’s older brother, and later wiped out the prison community that Daryl and his friends had worked tirelessly to build. Everything that had once given Daryl hope was taken away by the villainous Governor, whose selfishness resulted in the deaths of many innocent people.

2Negan

Jeffrey Dean Morgan as Negan with Lucille over his shoulder

Daryl Dixon and Jeffrey Dean Morgan’s Negan have a very complicated relationship in The Walking Dead. The two first met at the end of the show’s sixth season, when Negan brutally murdered two of Daryl’s companions in cold blood. From that point on, they were mortal enemies, fighting on the opposite sides of the Savior War.

Negan murdered several of Daryl’s friends, tortured him mercilessly for weeks, and laid waste to much of what Alexandria had built. Nevertheless, by the end of the series, Negan and Daryl had found some semblance of solid ground, even fighting side-by-side on numerous occasions. While one would hardly consider them friends, the two seem destined to become allies once more when their The Walking Dead spinoffs inevitably cross over in the near future.

1Beta

Beta in a crowd of walkers in The Walking Dead Season 10 Episode 16

Ryan Hurst’s Beta, a former lieutenant turned leader of the Whisperers, proves to be one of Daryl’s most prominent enemies in The Walking Dead. The two came to blows during the Whisperer War, which culminated in an epic battle in a ruined Alexandria with each character at the helm of his respective faction.

Daryl and Beta were two sides of the same coin, faithfully serving their commander until the time came for them to take up the leadership role. The two fostered a long rivalry during the war, with Daryl often coming up short in their various scuffles. However, Daryl finally managed to defeat Beta in their final battle, unmasking and killing the leader of the Whisperers once and for all.