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It may have been a bit delayed, but Matt Riddle signing with WWE seems all but inevitable at this point.
Riddle dropping the EVOLVE Championship to Shane Strickland at EVOLVE 108 this past weekend is only the latest indication of that. When Riddle pulled out of OTT's SummerSlam weekend shows in Ireland, Dave Meltzer reported that WWE had reconsidered its position on Riddle. Riddle then canceled more future dates, including September's Battle of Los Angeles shows for PWG. CZW even briefly advertised their July 28 event as one of Riddle's final independent wrestling appearances before going to WWE, then changed it to the show just being one of Riddle's final indie appearances.
Riddle has confirmed that he's received interest from both WWE and New Japan Pro Wrestling, but it appears that Riddle will be starting with NXT soon.