Ryan Leonard

Plymouth Argyle

Born in Plympton, England Leonard was a graduate from Ivybridge Community College, he signed for Plymouth Argyle in June 2001 as a schoolboy. He progressed through the club's Centre of Excellence to be rewarded with a two-year apprenticeship at the end of the 2007–08. Regarded as one for the future. His elevation to training regularly with the club's first-team coincided with the return of former player Paul Mariner to Plymouth Argyle and, despite still being an apprentice, he made his first-team debut for the club on 27 March 2010 against Blackpool at Home Park.

Loans to Weston-super-Mare and Tiverton Town

Leonard joined Weston-super-Mare on loan in December 2010, where he made five appearances in the Conference South. In January 2011, he joined Tiverton Town on loan for one month, which was then extended until the end of April.

Return to Plymouth Argyle

Leonard was released by Plymouth Argyle at the end of the 2010–11 season.

Southend United

Leonard signed a one-year deal with Southend United on 27 July 2011, with the option of a further year after impressing on trial. Leonard scored three goals during Southend's pre-season, including one from inside his own half. On 7 March 2014, Leonard signed a new three-and-a-half-year contract extension with Southend. At the end of the 2014–15 season he played for Southend in the League Two play-off final against Wycombe Wanderers. Southend won in a penalty shoot-out and were…

As of match played 11 May 2026

His father, David, is a former player who played for Tiverton Town. Having worked as a coach at Plymouth Argyle's Centre of Excellence, he has managed numerous clubs in the South West of England, including Liskeard Athletic, Plymouth Parkway and Truro City.

Southend United

Football League Two play-offs: 2015 Individual

Southend United Player of the Year: 2013–14, 2015–16, 2016–17 Millwall Player of the Season: 2023–24