According to multiple sources, The Howard Stern Show is set to be canceled once the King of All Media’s contract with SiriusXM expires at the end of 2025.

Having ruled the airwaves for nearly 45 years, Howard Stern has hosted a litany of wrestlers on his iconic radio show. The host has placed countless performers in his hot seat, including Vince and Stephanie McMahon, Stone Cold Steve Austin and John Cena, getting all of them to open up about their personal lives in a way few interviewers could.

Over the decades, Stern has garnered praise for his monumental celebrity interviews, but he’s also served as one of media’s most controversial figures, often pushing his guests far beyond their comfort zones to create must-hear radio for his legions of fans.

In this list, we’re breaking down the most chaotic interviews Stern has done with pro wrestlers, from grilling Triple H about his real-life infidelities shortly after he left Chyna to begin a romantic relationship Stephanie McMahon, to almost provoking a fight with Booker T thanks to inflammatory questions from sidekick Stuttering John.

Did your favorite Howard Stern Show moment make the list? Check out these chaotic moments from the Stern Show below.

[shopify type=”product” id=”8938194993376″ blogid=”1236″]