The 'Vince McMahon Crying' meme captures a rare vulnerable moment from the legendary WWE Chairman during the 2020 documentary 'Undertaker: The Last Ride'. When asked about his long-standing professional and personal relationship with Mark Calaway (The Undertaker), McMahon becomes visibly choked up and eventually gestures for the cameras to stop as he begins to sob. This clip quickly transcended the wrestling world to become a universal symbol for intense nostalgia, profound sadness, or being moved by a beautiful piece of media. It is widely used on social media to accompany captions about childhood memories, emotional song lyrics, or the bittersweet feeling of an era coming to an end.