Joined club in 1996, father, David Raw played for Whitley Bay. Started playing for the Midweek side in 2005 and took over as Captain in 2006. Adapted his game successfully in the 2006 season to finish with a Midweek average of 40 and a career best 75* against Percy Main, sharing a 159 run partnership with George Hall (77) against Percy Main. During the 2007 season Simon became the ninth player to score 1,000 runs in friendly matches and he claimed his only wicket to date against Blagdon Park in the last game before his wedding.

Took part in his second century partnership for the Midweek side in 2009, again against Percy Main, with 104 for the second wicket with Howard Wright. Passed 1,000 runs in the Midweek side during the game against Benwell & Walbottle, the 8th to reach this mark. Top run scorer in the league with 323 runs, finishing 7th in the averages.

Missed 2012 season through injury so James Ottaway captained the 3XI.

Made a rare 2XI appearance in 2015 and shared in the second highest ever 2XI stand of 225 with Ryan Gerrard against Annfield Plain, scoring 86.

Overtook Andy Lawson's record of 112 games as captain of the 3XI in the penultimate game of the 2017 season and is one of only 6 players to captain a side for 100 games or more for the club in the modern era.

In May 2018 became only the second player after Roger Bell to score 10 fifties in Midweek XI matches becoming the third player to score 3,000 runs in June 2019 before overtaking Roger during his 50 against Percy Main in August to go second all time.

Batted through the innings for the Sunday team against Medomsley in 2021 scoring an unbeaten 68*. In the 3XI match at Seaton Burn in June 2022 Simon scored 72 making him the first player to record 4 scores of 70 for the side.

In scoring 32 against Stocksfield in July 2022 overtook Mike Watts to become the Midweek sides all time leading run scorer. Two fifties and two century partnerships in 2023 then saw Simon set two futher records for the team.