Diamond had set up an agreement to join Shawn Michaels' Texas Wrestling Academy. Diamond also wrestled for the Texas Wrestling Alliance under the name of "Venom", holding the TWA title twice and also being involved in Shawn Michaels return to wrestling after a 1998 back injury that was thought to have put a permanent end to his wrestling career. When Michaels handed the wrestling academy to head trainer Rudy Gonzalez, Diamond and his family moved to Tampa then to Winnipeg where Diamond opened up a wrestling school called "Paul Diamond Hard Knocks Pro Wrestling Academy," while helping out his terminally ill father. Diamond return for two show at WWF house shows as the TWA champion defeating Funaki on September 18 and 19, 1999 in San Antonio and Austin, Texas. Diamond worked for Canadian Wrestling Federation in Winnipeg from 2000 to 2001.