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*August 23, 1999 - Triple H wins his first WWE Championship.
*August 23, 1999 - Triple H wins his first WWE Championship.
*September 27, 1999 - The "This Is Your Life" segment featuring Mick Foley and the Rock, airs. It generates the highest Raw rating ever, with an 8.4.
*September 27, 1999 - The "This Is Your Life" segment featuring Mick Foley and the Rock, airs. It generates the highest Raw rating ever, with an 8.4.
*November 29, 1999 - The in-storyline of Stephanie McMahon and Test is interrupted by Triple H, who shows a video of himself and a drugged Stephanie getting married in a Las Vegas chapel. This was the beginning of the McMahon-Helmsley Faction storyline. Triple H and Stephanie McMahon would get married in real life in the fall of 2003.
*January 31, 2000 - WWE debut of The Radicalz (Dean Malenko, Perry Saturn, Chris Benoit, & Eddie Guerrero). They would be the last WCW wrestlers to go to WWE after appearing on ''Nitro'' the week prior, or the same night.
*January 31, 2000 - WWE debut of The Radicalz (Dean Malenko, Perry Saturn, Chris Benoit, & Eddie Guerrero). They would be the last WCW wrestlers to go to WWE after appearing on ''Nitro'' the week prior, or the same night.
*September 25, 2000 - ''Raw'' begins airing on TNN (now Spike TV).
*September 25, 2000 - ''Raw'' begins airing on TNN (now Spike TV).
*''Tribute to the Troops'' (December 19, 2005)
*''Tribute to the Troops'' (December 19, 2005)
*Chris Benoit Memorial (June 25, 2007) - It was during this broadcast that the details of what happened were revealed on news networks. The next night, during ECW on the SciFi Network, Vince McMahon announced that there would be no further mentions of Benoit on WWE Programming.
*Chris Benoit Memorial (June 25, 2007) - It was during this broadcast that the details of what happened were revealed on news networks. The next night, during ECW on the SciFi Network, Vince McMahon announced that there would be no further mentions of Benoit on WWE Programming.
*March 31, 2008 - Ric Flair's retirement ceremony. At the end of the show, WWE honored Flair by having Triple H act as a emcee, having wrestlers from Flair's career come and pay their respects. After ''Raw'' went off the air, the Undertaker came down to the ring to pay respects to Flair.
*July 28, 2008 - First PG Era episode of ''Raw''.
*July 28, 2008 - First PG Era episode of ''Raw''.
*Trump Raw (June 22, 2009) - The first commercial-free Raw.
*Trump Raw (June 22, 2009) - The first commercial-free Raw.