Chapter 4, titled “The Battle Within,” delves into Calaway transition into the next phase of his life and career. Specifically, it focuses on how Calaway is ready to use the brand that he’s cultivated for 30 years to help with opportunities outside of the ring.

The first part of the episode talks about the creation of the Undertaker character and how Calaway kept kayfabe for decades. Like in the previous three chapters, the backstage footage and outtakes from the ’90s and 2000s are great and really humanize the Undertaker. Seeing the character, in his trench coat and long-brimmed hat, laughing after flubbing a line is truly surreal and exciting.

WWE productions do a great job of working the nostalgia. Seeing old clips featuring a very young and stoic Undertaker alongside his manager, the late, great Paul Bearer, put a childish grin on my face. Old television segments with the Undertaker—in full character—on Regis and Kathie Lee and other shows, giving ‘Taker-esque answers to “Do you have a girlfriend?” really drives home the realization that there’ll likely never be a character quite like “The Dead Man” ever again.

But that’s all setup for Calaway breaking away a bit from the Undertaker character. The episode also gives Calaway room to share his thoughts and feelings on trying to get his name and brand out in the world beyond the ring, since he’s older and not able to compete at the same level that he once did. We see him hire people to score new opportunities and start his own social media account—something fans never would’ve expected.

All this leads to the Undertaker’s booking, in 2019, for Starrcast II, a fan convention held the same weekend as AEW’s Double or Nothing show in Las Vegas. He ends up pulling out of the event, and Calaway offers an explanation and his side of the story about how it all went down, including an argument he had with Vince McMahon. (The two would later go on to squash their beef.)

We get a real sense in this episode that Calaway’s looking for a new sort of fulfillment, something that’s clear when the doc gets to the weekend of WrestleMania 35. Not having a match on the card, Calaway takes in the weekend’s festivities and watches the Sunday event backstage. While there’s a part of Calaway that wishes he was out there, he seems all right with not being on the card.

Then we go to his infamous 2019 match with Goldberg. At the Super Showdown event in Saudi Arabia, both men put on a match that was actually a bit frightening. Goldberg gets concussed early on, which leads to botched moves and a bad bout that could have seriously hurt Calaway and Goldberg—that is, hurt Goldberg even more.

This is the first time we hear Calaway talk about the match, and it’s interesting to get his perspective on one of the more awful matches in recent years. As rough as that one was, we know from earlier chapters that Calaway can’t walk away from wrestling with that match against Goldberg as the last memory fans will have of him.

Next, we see Calaway team with Roman Reigns against Drew McIntyre and Shane McMahon for the Extreme Rules pay-per-view. The ‘Taker’s performance that show was leagues better than what he put together for the Goldberg one—it’s the best that Calaway has looked in the ring in quite some time.

But more surprising than his performance was what the camera catches backstage, afterward. We see Calaway approach Vince McMahon and tell him that this is the end for him. It’s a shocking revelation, but we know that it’s not the end for Calaway—he still hasn’t walked away from the ring entirely. (Fans know that he would return most recently at this past WrestleMania, in the pre-produced Boneyard Match against AJ Styles.)

That said, it’s still wild to hear Calaway say that, and for the first time it really feels like the Undertaker is coming to the end of his career. While the first three chapters of The Last Ride drive home the point that Calaway is stuck in a vicious cycle, this is the first time I felt that Undertaker’s days are numbered—and not necessarily from a physical standpoint. He seems like he’s almost ready to hang it up.

The behind-the-scenes footage after his matches, and interviews with Calaway portray a man who is coming to grips with his inevitable retirement and that it’s closer than fans may be ready for.

Chapter 4 of Undertaker: The Last Ride will be available to stream on-demand beginning at 10am ET this Sunday on WWE Network.