Stephanie's Places: Season 1, Episode 8 - Digging Deep with Undertaker (2025)

The Undertaker recounts his early wrestling training at Buzz Sawyer's house, describing an unusual and intimidating experience where he and others showed up to train in a neighborhood cul-de-sac, only to be met by Buzz Sawyer himself answering the door naked and questioning their presence. He also mentions that many trainees did not return after the first session, highlighting the toughness of the training environment.

The episode is set at Madison Square Garden, which is significant as the location of the first WrestleMania. This venue holds historical importance in WWE history and serves as the backdrop for Stephanie McMahon's meeting with The Undertaker to discuss his career and iconic moments there.

Stephanie and The Undertaker discuss his professional wrestling career, focusing on his unique journey, his athleticism, and his dark, scary character that became iconic in WWE. They also talk about his memorable moments at Madison Square Garden and his impact on the wrestling world.

The episode uses The Undertaker's story to explore WWE's legacy and history, highlighting how his character and career contributed to the sport's evolution. Stephanie McMahon delves into the significance of his persona and the cultural impact he had within WWE, especially at landmark events like WrestleMania.

The Undertaker reflects on being a unique size and athletic wrestler, noting that there was no one like him when he started. He also discusses the development of his dark, soul-taking character, which contrasted with the more fun-loving and over-the-top personalities in wrestling, making him stand out and become a legendary figure.