This week, Shahid of We Watch Stuff returns to talk about matchups that never happened, and the best times they could have occurred. He and Rich talk Rock-HBK, a heel Hollywood fueled Rock-Rey Mysterio (in San Diego!), Sting-Undertaker and how much that got derailed by Triple H, Brock-Steve Austin, Steve Austin-Goldberg, Shawn Michaels-Eddie Guerrero, Dean Ambrose-Roddy Piper, Bret Hart-Kurt Angle, Legend Killer Randy Orton-'91 Jake Roberts, Chyna-Beth Phoenix, Awesome Kong-Sasha Banks, The Ninjas of Lucha Underground vs. The New Hart Family, and more. The two gents also chat with callers and their thoughts on the topic, as well as Crown Jewel and a live attendee of Evolution. They close with Rich's opinion that Becky Lynch is Grimlock, and how the Horsewomen of NXT and WWE are a match made in heaven.