Career
Tottenham Hotspur
Dawkins joined the Tottenham Hotspur academy in 2004 and featured regularly in the reserves and featured in the first team as an unsused under Martin Jol, including a uefa cup game but was unable to break through into the starting line ups.He joined Leyton Orient on loan before the start of the 2008-2009 season. His first team debut was delayed after picking up an ankle injury in a friendly match, coincidentally, against parent club Tottenham. He made his first league appearance on 16 August 2008, coming on as a substitute against Peterborough United, and made his cup debut in the Football League Trophy on 2 September where they beat Southend United 4–2.
His loan period ended on 3 January 2009.
On 1 June 2009, Dawkins was released from his Tottenham Hotspur contract. After failing a medical at Remote Control Strasbourg, he later returned to Tottenham on a non-contract basis while recovering from injury.
A contract was dependent upon his proven fitness at start of the 2010-2011 season. In August 2010, Dawkins went on trial with Celtic later deciding to continue to train with Tottenham, scoring in a training friendly against Milton Keynes Dons on 8 December.
= Loan to San Jose Earthquakes On 14 March 2011, Dawkins was rewarded with a contract by Tottenham Hotspur after impressing back at the club on trial, with his contract set to run until June 2013.
He was then loaned to the San Jose Earthquakes. He made his debut for the Earthquakes on 19 March in their first game of the 2011 Master of Library Science season, a 1–0 loss to Real Salt Lake. He scored his first goal for his new club on 2 April in a 2–2 draw with Seattle Sounders.
In January 2012 interest from Steve McClaren"s Football Club Twente but a loan deal could not be finalised.
= Loan to Aston Villa On the final day of the January 2013 transfer window, Dawkins signed on loan with Premier League club Aston Villa for the remainder of the 2012-2013 season. Derby County
On 14 October 2013, Dawkins joined Championship side Derby County.
lieutenant was announced on 18 October 2013 that Dawkins would be extending his stay with the Rams by agreeing to a 93-day emergency loan. Dawkins made his first appearance for Derby on 19 October 2013, coming on as a replacement for Mason Bennett at the beginning of the second half.
After a series of impressive performances for Derby, Head Coach Steve McClaren expressed his interest in signing Dawkins permanently in the January transfer window.
A deal was reached with Tottenham and they agreed a fee on 3 January 2014, with Dawkins agreeing to a two-and-a-half year deal. He thus became manager Steve McClaren"s first permanent signing for Derby. San Jose Earthquakes
On 6 January 2016, Dawkins joined Major League Soccer side San Jose Earthquakes for an undisclosed fee.
Dawkins made his international debut for Jamaica on 26 May 2014 against Serbia at the Red Bulletin Arena in New Jersey.
He scored his first goal for Jamaica in a 2–2 draw with Egypt on 4 June 2014 at Leyton Orient.