Ryan Leonard

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For the ice hockey player, see Ryan Leonard (ice hockey).

Ryan Leonard
File:Ryan Leonard 30082025 (2).jpg
Leonard playing for Millwall in 2025.
Personal information
Full name Ryan Ian Leonard[1]
Date of birth (1992-05-24) 24 May 1992 (age 33)
Place of birth Plympton, England[2]
Height 6 ft 1 in (1.85 m)
Position(s)
Team information
Current team
 Millwall
Number 18
Youth career
2001–2010 Plymouth Argyle
Senior career*
Years Team Apps (Gls)
2010–2011 Plymouth Argyle 1 (0)
2010–2011 → Weston-super-Mare (loan) 5 (0)
2011 → Tiverton Town (loan) 18 (0)
2011–2018 Southend United 228 (20)
2018–2019 Sheffield United 16 (0)
2018–2019 → Millwall (loan) 19 (2)
2019– Millwall 179 (2)
* Club domestic league appearances and goals as of 17:37, 4 November 2025 (UTC)

Ryan Ian Leonard (born 24 May 1992) is an English professional footballer who plays as a defender or midfielder for EFL Championship club Millwall.

A midfielder, he graduated through the Plymouth Argyle Academy to make his senior debut in March 2010, following which he spent time on loan at Weston-super-Mare of the League South and Tiverton Town of the Southern Football League. In July 2011, he moved to Southend United, and after establishing himself in the first team in the 2013–14 season, he won the club's Player of the Year Award in 2014. He helped the club to secure promotion out of League Two in 2014–15.

Career

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Plymouth Argyle

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Born in Plympton, England[2] Leonard was a graduate from Ivybridge Community College, he signed for Plymouth Argyle in June 2001 as a schoolboy.[3] He progressed through the club's Centre of Excellence to be rewarded with a two-year apprenticeship at the end of the 2007–08.[4][5] Regarded as one for the future.[6] 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.[7][8]

Loans to Weston-super-Mare and Tiverton Town

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Leonard joined Weston-super-Mare on loan in December 2010,[9] where he made five appearances in the Conference South.[10]

In January 2011, he joined Tiverton Town on loan for one month,[11] which was then extended until the end of April.[12]

Return to Plymouth Argyle

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Leonard was released by Plymouth Argyle at the end of the 2010–11 season.[13]

Southend United

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File:Ryan Leonard 22-02-2014.jpg
Leonard playing for Southend United in 2014.

Leonard signed a one-year deal with Southend United on 27 July 2011, with the option of a further year after impressing on trial.[14] Leonard scored three goals during Southend's pre-season, including one from inside his own half.[15]

On 7 March 2014, Leonard signed a new three-and-a-half-year contract extension with Southend.[16] At the end of the 2014–15 season he played for Southend in the League Two play-off final against Wycombe Wanderers.[17] Southend won in a penalty shoot-out and were promoted to League One.[17] Leonard scored his penalty in the shootout.[17]

Leonard was voted Player of the Season at the end of the 2015–16 season, the second time he has claimed the award after also winning in 2013–14.

At the end of the 2016–17 season, Leonard became only the second player in Southend history, after Ron Pountney, to win the Player of the Season award three times.[18] Leonard also scooped awards for Players' Player and Goal of the Season.[19]

Sheffield United

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On 5 January 2018, Southend announced that terms had been agreed with Championship club Sheffield United for Leonard's transfer.[20][21] Leonard agreed terms with the Blades on 6 January, and it was reported he would join them subject to completing a medical.[22] Leonard signed for Sheffield United on 9 January 2018 and was unveiled as a player on the same day.[23]

Millwall

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On 31 August 2018, Leonard signed for Millwall initially on loan, but the deal became permanent in January for a club record fee of £1.5 million.[24]

Personal life

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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.[25]

Career statistics

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As of match played 1 November 2025
Appearances and goals by club, season and competition
Club Season League FA Cup League Cup Other Total
Division Apps Goals Apps Goals Apps Goals Apps Goals Apps Goals
Plymouth Argyle 2009–10[26] Championship 1 0 0 0 0 0 0 0 1 0
Weston-super-Mare (loan) 2010–11 Conference South 5 0 0 0 — 0 0 5 0
Tiverton Town (loan) 2010–11 Southern Football League 18 1 0 0 — 0 0 18 1
Southend United 2011–12[27] League Two 17 1 2 0 0 0 4[a] 0 23 1
2012–13[28] League Two 22 2 2 0 1 0 3[b] 1 28 3
2013–14[29] League Two 43 5 3 2 1 0 2[c] 1 49 8
2014–15[30] League Two 41 3 1 0 1 1 4[d] 1 47 5
2015–16[31] League One 37 2 1 1 1 0 2[b] 0 41 3
2016–17[32] League One 43 3 1 0 1 0 3[e] 0 48 3
2017–18[33] League One 25 4 1 0 1 0 1[e] 0 28 4
Total 228 20 11 3 6 1 19 3 264 27
Sheffield United 2017–18[33] Championship 13 0 0 0 0 0 0 0 13 0
2018–19[34] Championship 3 0 1 0 0 0 0 0 4 0
Total 16 0 1 0 0 0 0 0 17 0
Millwall 2018–19[34] Championship 37 2 4 0 0 0 0 0 41 2
2019–20[35] Championship 17 1 0 0 1 0 0 0 18 1
2020–21[36] Championship 26 1 2 0 2 1 0 0 30 2
2021–22[37] Championship 19 0 0 0 2 0 0 0 21 0
2022–23[38] Championship 17 0 0 0 1 0 0 0 18 0
2023–24[39] Championship 35 0 1 0 1 0 0 0 37 0
2024–25[40] Championship 33 0 1 0 2 0 2 0 38 0
2025–26[41] Championship 13 0 — 2 2 — 15 2
Total 197 4 8 0 11 3 2 0 218 7
Career total 465 25 20 3 17 4 21 3 523 35
  1. ^ Three appearances in Football League Trophy and one in League Two play-offs
  2. ^ a b Appearances in Football League Trophy
  3. ^ Appearances in League Two play-offs
  4. ^ One appearance in Football League Trophy and three in League Two play-offs
  5. ^ a b Appearances in EFL Trophy

Honours

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Southend United

Individual

References

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  1. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  2. ^ a b Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  3. ^ "2009–10 youth profiles" Archived 30 March 2010 at the Wayback Machine Plymouth Argyle F.C. Retrieved 27 March 2010.
  4. ^ "The college echo"[permanent dead link] Ivybridge Community College. Retrieved 27 March 2010.[dead link]
  5. ^ "New recruits"[permanent dead link] Elite Advanced Development Centre. Retrieved 27 March 2010.[dead link]
  6. ^ "Ryan Leonard" Archived 6 April 2010 at the Wayback Machine Plymouth Argyle F.C. Retrieved 27 March 2010.
  7. ^ "Argyle 0–2 Blackpool" Archived 30 March 2010 at the Wayback Machine Plymouth Argyle F.C. Retrieved 27 March 2010.
  8. ^ "Luckless" Archived 5 September 2012 at the Wayback Machine Plymouth Argyle F.C. Retrieved 27 March 2010 .
  9. ^ "Lenny on loan" Archived 16 September 2012 at the Wayback Machine. Plymouth Argyle Football Club. 11 December 2010. Retrieved 11 December 2010.
  10. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  11. ^ "Leonard on loan" Archived 16 September 2012 at the Wayback Machine. Plymouth Argyle. 27 January 2011. Retrieved 27 January 2011.
  12. ^ "Lenny extends Tivvy stay" Archived 27 February 2011 at the Wayback Machine. Plymouth Argyle. 26 February 2011. Retrieved 27 February 2011.
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  24. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  25. ^ "Leonard takes Elite's Plymouth centre" Archived 11 December 2010 at the Wayback Machine. The Herald. 21 June 2008. Retrieved 27 January 2011.
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  • Ryan Leonard profile SouthendUtd.com
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