In 2014, Hendry made two initial appearances for WWE, one as a Rosebud on the May 19 episode of Raw, and another as a Russian diplomat on the November 10 episode of Raw.
On June 18, 2024, Hendry made his WWE in-ring debut on NXT in the battle royal to determine the number one contender for the NXT Championship, where he was immediately eliminated by Frankie Kazarian. On the July 9 episode of NXT, Hendry appeared as Trick Williams' tag team partner after Williams' original tag team partner Je'Von Evans was taken out earlier that night to defeat NXT Champion Ethan Page and Shawn Spears. The following week, Hendry appeared as special guest commentator for the match between Gallus (Joe Coffey, Mark Coffey and Wolfgang) and Wes Lee, Zachary Wentz and Trey Miguel. During week one of The Great American Bash on July 30, Hendry held his first live concert in WWE. Gallus, who had took issue with Hendry's NXT appearances, attacked Hendry halfway through his concert and a match between Hendry and Joe Coffey was made official for the following week, where Hendry emerged victorious. On the August 20 episode of NXT, Hendry defeated Pete Dunne and Wes Lee in a triple threat match for an NXT Championship match against Page at NXT No Mercy. At the event on September 1, Hendry failed to win the title from Page.
On February 1, 2025, Hendry made his Royal Rumble debut, entering as the fifteenth entrant, where he was eliminated by Roman Reigns. Hendry made his surprise WrestleMania debut answering Randy Orton's open challenge during night two of WrestleMania 41 after his original opponent Kevin Owens was unable to compete due to a neck injury. He would ultimately go on to lose at the event. On April 22, Hendry made an appearance in NXT aiding Obi Femi in calling out and dumping Trick Williams out of the ring. On May 6, Hendry teamed with Tank Ledger and Hank Walker in a six-man tag team match against DarkState (Dion Lennox, Cutler James and Osiris Griffin), but lost due to Williams interfering to attack Hendry.