Drury then went to play for Eastleigh, Ebbsfleet United, Havant & Waterlooville, Cray Wanderers and Folkestone Invicta before becoming the manager of Isthmian League club Whitstable Town.

[5] His performance in Luton's 2–2 FA Cup draw with Charlton Athletic, in which he scored two goals, brought him to the attention of clubs higher up the football pyramid, including Ipswich Town.

But it's about how I play really and I felt comfortable in myselfHe was not offered a new contract and left Ipswich in the summer of 2013, having made 64 appearances for the club.

Crawley Town boss Steve Evans said after the loan, "The reality is despite how much I wanted him, the clubs could not agree on a transfer fee.

Drury's second spell at the club never reached the heights of the first, and in July 2015 his contract was cancelled a year early by mutual consent.

[20] On 22 March 2022, Isthmian League South East Division side Whitstable Town announced the appointment of Drury as club manager.

[21] Following the departure of Jay Saunders, Drury was appointed manager of Isthmian League Premier Division club Margate.