- Josh Mathews finished in the Top 3 of the first ever WWF Tough Enough competition (won by Maven)..
- Josh Mathews began taking indy bookings shortly after the conclusion of Tough Enough..
- Josh Mathews ended up signing with Jimmy Hart’s XWF (Xtreme Wrestling Federation)..
- ~~~Josh Mathews had a series of matches against Kid Kash which got him a lot of attention..
- ~~~Josh Mathews recieved praise from the legendary Greg Valentine, who says he has a great future in Wrestling..
- Josh Mathews signs on with the World Wrestling Entertainment production crew and media staff..
- September 16, 2002 – RAW: Josh Mathews makes his broadcasting debut in a segment on TSN (which broadcasts RAW in Canada)..
- ~~~The segment is traditionally used to hype upcoming WWE events in Canada..
- December 2002: Josh Mathews becomes a regular announcer for Velocity along side The Cat..
- December 2002: Josh Mathews also assumes a position of Smackdown! backstage reporter..
- November 4, 2004 – Smackdown!: Booker T & Josh Mathews defeated John Bradshaw Layfield & Orlando Jordan..
- November 11, 2003 – Smackdown!: Josh Mathews defeated Orlando Jordan with help from Booker T!
- November 25, 2004 – Smackdown!: The Big Show throws a Thanksgiving party which, of course, ends up as a big food fight..
- ~~~The Big Show, Joy Giovanni, Josh Mathews, Tazz, Michael Cole, Tony Chimmel, and Luther Reigns were involved..
- March 31, 2005 – Smackdown!: Kurt Angle made an example out of backstage announcer Josh Mathews by brutally attacking him!
- December 9, 2005 – Smackdown!: Josh Mathews’ body was invaded by the the Undertaker to relay a messege to Randy Orton..
- August 25, 2008–RAW: Josh Mathews & Candice Michelle reported from the Democratic National Convention in Colorado..
- September 1, 2008–RAW: Josh Mathews & Mickie James & Mr. Kennedy reported from the Republican National Convention..
- September 7, 2009–RAW: Josh Mathews helped guest host Bob Barker plug his new book “Priceless Memories”..
- April 9, 2010–SmackDown!: Dolph Ziggler attacked backstage interviewer Josh Mathews and put him out with a sleeper..
- February 4, 2011–SmackDown!: Booker T joined the SmackDown! announce team along side Josh Mathews & Michael Cole..