Prittipaul first played representative cricket for the Hampshire Cricket Board (HCB) in the MCCA Knockout Trophy in 1998 and 1999, with his List A one-day debut coming for the HCB against Suffolk at Bury St Edmunds in the 1999 NatWest Trophy.
Later in the 1999 season, Prittipaul made his senior debut for Hampshire against Worcestershire in the CGU National League.
Like his teammates, Prittipaul struggled to adjust to the new pitches at the Rose Bowl in their early years.
Nonetheless, he formed an important match-winning partnership with Nic Pothas in a 2005 Twenty20 Cup fixture against Kent, scoring 35 runs off 24 balls in a partnership worth 72 runs for the fifth wicket.
[14] It was exhibited to the Royal Dutch Cricket Association (KNCB) in 2012, who launched the concept in Nijmegen.