Hewitt played for Middlesex's Second XI from 1994 before making his senior debut for the club in the Sunday League. He went on to make his first-class cricket debut in April 1996 against Oxford University at the University Parks.[2] He made his County Championship debut against Gloucestershire in May of the same year, taking a wicket with his first ball.[3] Hewitt went on to play in over 130 senior matches for Middlesex and was awarded his county cap in 1998.[2][4] He was considered a "richly promising seamer" and took 60 wickets for the county in 1997, although his bowling form was thought to have "declined alarmingly" after 1998.[1][4]
Injuries and issues with confidence reduced his effectiveness and in 2000 he did not play at all for Middlesex.[1][5] He took 170 first-class wickets for the county,[2] his finest moment was taking 6/14 when he and Angus Fraser bowled out Glamorgan for 31 all out at Sophia Gardens in 1997.[3][6]
Before the start of the 2001 season Hewitt was approached by Kent County Cricket Club with a view to him joining the club on a three-year contract. This was deemed to be an illegal approach and Kent were later fined.[4][7] At the end of the 2001 season Hewitt did join Kent on a two-year contract, playing for the county during 2002 and 2003.[5][8] He made only six senior appearances for the county before being released during the 2003 season.[1]
After leaving Kent, Hewitt was player-coach for Oxfordshire between 2005 and 2008,[9][10]Hertfordshire from 2009 to 2012 and Bedfordshire during 2013 and 2014.[2][11][12] He set up his own coaching academy, is an ECB Level 4 coach and has been Performance Coach and Head of Development for Hertfordshire.[13][14][15][16] In 2014 he began working at Haberdashers' Aske's Boys' School in London coaching cricket and building partnerships between Middlesex and the school.[15][16][17] As of August 2017 he remained in this role.[18]
^Haberdasher's Aske's, The Playing Fields of England: An A-Z Guide To The Summer Game’s Top 100 Schools 2017, The Cricketer, 2016-12-02 p.24. Retrieved 2017-11-03.
