Despite wanting to represent England at international level, an opportunity to represent Jamaica arose early in November 1997 following their qualification to the 1998 FIFA World Cup. Manager René Simões had called up several English-born players such as Deon Burton, Robbie Earle, Paul Hall, and Fitzroy Simpson in the qualification matches and wanted Sinclair to join the group. Sinclair stated, "I was playing the best football of my career and was still not involved with England. Jamaica came up and I thought an opportunity like that might never happen again so I took it." He was called up to the squad for the 1998 CONCACAF Gold Cup held in February, making his debut in the opening group stage match against Brazil, which finished in a 0–0 draw at the Miami Orange Bowl. He played in the remaining two group stage games as Jamaica qualified for the knockout stage with wins over Guatemala and El Salvador. Jamaica were knocked out in the semi-finals due to a 1–0 golden goal defeat to Mexico, and finished in fourth place overall as they lost to Brazil in the third-place play-off match. Sinclair made five appearances in the tournament.
Sinclair was included in the Jamaica squad at the 1998 FIFA World Cup held in France, making history as they became the first English-speaking Caribbean country to qualify for a World Cup. He started in all three group matches against Croatia, Argentina and Japan. Jamaica lost the opening two games but claimed their first ever point at a World Cup with the 2–1 victory over Japan in Lyon, but were still eliminated, finishing third in the group. Over the next couple of years, Sinclair represented the side in many friendly matches and was included in the squad for the 2000 CONCACAF Gold Cup. He played in the two group stage matches, a 1–0 defeat to Colombia and a 2–0 defeat to Honduras as Jamaica were knocked out at the first stage.
After being appointed player-manager, Sinclair helped save Colwyn Bay from relegation and was named as Conference North Manager of the Month for April 2013 after overseeing six successive victories. He credited his success to new signings Shelton Payne and Jamie Ellison, as well as veteran midfielder Fraser McLachlan. He signed a new one-year contract in the summer. In July he convinced veteran striker Ade Akinbiyi to join the club. Sinclair was again named as Manager of the Month after winning all five matches in December 2013. He was named as the bookies favourite for the vacant Wrexham management post in February 2014. Sinclair led Colwyn Bay to a 12th-place finish in the 2013–14 season, the highest finish in the club's history. On 5 January 2015, he resigned as manager of Colwyn Bay, a day after a 5–0 defeat to Boston United which left the club 11 points outside the play-off places. He went on to work as a youth team coach at Oldham Athletic.
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"Frank Sinclair back at Hednesford Town". Express and Star. 3 March 2016. Retrieved 9 March 2020. https://www.expressandstar.com/sport/2016/03/03/breaking-frank-sinclair-back-at-hednesford/
Coney, Steven (15 April 2016). "Frank Sinclair departs Hednesford Town for second time in six weeks". The Non League Football Paper - Daily football news. Retrieved 9 March 2020. https://www.thenonleaguefootballpaper.com/latest-news/conference-premier/15651/frank-sinclair-departs-hednesford-town-for-second-time-in-six-weeks/
"Frank Sinclair: Hednesford manager wants to stay, even if Pitmen go down". BBC Sport. 12 April 2016. Retrieved 9 March 2020. https://www.bbc.com/sport/football/36018192
"Brilliant Ryan Shawcross the role model to follow, says Ryan Sweeney". Stoke Sentinel. Archived from the original on 8 December 2016. Retrieved 15 January 2017. https://web.archive.org/web/20161208133931/http://www.stokesentinel.co.uk/brilliant-ryan-shawcross-the-role-model-to-follow-says-ryan-sweeney/story-29964545-detail/story.html
"Frank Sinclair Joins Radcliffe Borough As Number Two". Pitchero Non-League. 28 September 2017. Retrieved 9 March 2020. http://nonleague.pitchero.com/news/frank-sinclair-joins-radcliffe-borough-number-two/
Baggaley, Michael (6 March 2020). "Former Chelsea and Leicester City star coaching at Port Vale". Stoke Sentinel. Retrieved 6 March 2020. https://www.stokesentinel.co.uk/sport/football/football-news/chelsea-leicester-port-vale-sinclair-3921376
Baggaley, Michael (4 August 2020). "Former Chelsea defender Frank Sinclair joins Port Vale coaching team". Stoke Sentinel. Retrieved 4 August 2020. https://www.stokesentinel.co.uk/sport/football/football-news/former-chelsea-leicester-defender-frank-4394938
"Vale's Pugh tests positive for Covid-19". BBC Sport. 18 January 2021. Retrieved 18 January 2021. https://www.bbc.co.uk/sport/football/55708274
Baggaley, Michael (29 January 2021). "Port Vale's Frank Sinclair leaves no room for doubt". StokeonTrentLive. Retrieved 29 January 2021. https://www.stokesentinel.co.uk/sport/football/football-news/we-need-that-port-vales-4942901
Baggaley, Michael (26 May 2021). "Frank Sinclair departure part of changes at Port Vale". StokeonTrentLive. Retrieved 26 May 2021. https://www.stokesentinel.co.uk/sport/football/football-news/frank-sinclair-port-vale-leaves-5456957
Cross, Cross (4 October 2021). "League One latest: Former Birmingham City and Arsenal hope agrees deal with Portsmouth rivals ax ex-Chelsea and Leicester City man links up with strugglers". www.portsmouth.co.uk. Retrieved 4 October 2021. https://www.portsmouth.co.uk/sport/football/portsmouth-fc/league-one-latest-former-birmingham-city-and-arsenal-hope-agrees-deal-with-portsmouth-rivals-ax-ex-chelsea-and-leicester-city-man-links-up-with-strugglers-3406554
"Sinclair appointed professional development phase coach". www.doncasterroversfc.co.uk. 9 January 2023. Retrieved 6 May 2023. https://www.doncasterroversfc.co.uk/news/2023/january/sinclair-appointed-u18s-manager/
Charlesworth, Ricky (1 July 2024). "Former Premier League man confirms sudden Doncaster Rovers departure". Doncaster Free Press. Retrieved 2 July 2024. https://www.doncasterfreepress.co.uk/sport/football/former-premier-league-man-confirms-sudden-doncaster-rovers-departure-4685558
"EFL trial day: Aspiring footballers bid to earn professional deals". Sky Sports. 14 February 2017. Retrieved 13 October 2017. http://www.skysports.com/football/news/11095/10768065/efl-trial-day-aspiring-footballers-bid-to-earn-professional-deals
"Tyrese Sinclair: Frank Sinclair's son signs Mansfield Town professional deal". BBC Sport. 30 July 2019. https://www.bbc.co.uk/sport/football/49169341
"Footballer gets drink-driving ban". BBC Sport. 22 September 2005. Retrieved 13 October 2017. http://news.bbc.co.uk/1/hi/england/manchester/4271346.stm
"Players Appearances - Si-So". Bounder Friardale. Retrieved 12 October 2017. http://www.bounder.friardale.co.uk/Appearances/Si-So.htm
"Players Appearances - Si-So". Bounder Friardale. Retrieved 12 October 2017. http://www.bounder.friardale.co.uk/Appearances/Si-So.htm
"Players Appearances - Si-So". Bounder Friardale. Retrieved 12 October 2017. http://www.bounder.friardale.co.uk/Appearances/Si-So.htm
"Players Appearances - Si-So". Bounder Friardale. Retrieved 12 October 2017. http://www.bounder.friardale.co.uk/Appearances/Si-So.htm
"Players Appearances - Si-So". Bounder Friardale. Retrieved 12 October 2017. http://www.bounder.friardale.co.uk/Appearances/Si-So.htm
Appearances in UEFA Cup Winners' Cup /wiki/1994%E2%80%9395_UEFA_Cup_Winners%27_Cup
"Players Appearances - Si-So". Bounder Friardale. Retrieved 12 October 2017. http://www.bounder.friardale.co.uk/Appearances/Si-So.htm
"Players Appearances - Si-So". Bounder Friardale. Retrieved 12 October 2017. http://www.bounder.friardale.co.uk/Appearances/Si-So.htm
"Players Appearances - Si-So". Bounder Friardale. Retrieved 12 October 2017. http://www.bounder.friardale.co.uk/Appearances/Si-So.htm
Five appearances and one goal in UEFA Cup Winners' Cup, one in FA Charity Shield /wiki/1997%E2%80%9398_UEFA_Cup_Winners%27_Cup
Hugman, Barry J., ed. (2009). The PFA Footballers' Who's Who 2009–10. Mainstream Publishing. p. 377. ISBN 978-1-84596-474-0. 978-1-84596-474-0
"Games played by Frank Sinclair in 1998/1999". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=128
"Games played by Frank Sinclair in 1999/2000". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=129
"Games played by Frank Sinclair in 2000/2001". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=130
"Games played by Frank Sinclair in 2001/2002". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=131
"Games played by Frank Sinclair in 2002/2003". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=132
"Games played by Frank Sinclair in 2003/2004". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=133
"Games played by Frank Sinclair in 2004/2005". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=134
"Games played by Frank Sinclair in 2005/2006". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=135
"Games played by Frank Sinclair in 2006/2007". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=136
"Games played by Frank Sinclair in 2006/2007". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=136
"Games played by Frank Sinclair in 2007/2008". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=137
"Games played by Frank Sinclair in 2008/2009". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=138
Appearance in Football League Trophy /wiki/2007%E2%80%9308_Football_League_Trophy
"Games played by Frank Sinclair in 2008/2009". Soccerbase. Centurycomm. Retrieved 12 October 2017. https://www.soccerbase.com/players/player.sd?player_id=7315&season_id=138
"F. Sinclair". Soccerway. Perform Group. Retrieved 12 October 2017. https://int.soccerway.com/players/frank-sinclair/50597/
For cup matches not covered by Soccerway: "Halifax 0-1 Wrexham". BBC Sport. 24 October 2009. Retrieved 12 October 2017. http://news.bbc.co.uk/sport1/hi/football/fa_cup/8324112.stm
"F. Sinclair". Soccerway. Perform Group. Retrieved 12 October 2017. https://int.soccerway.com/players/frank-sinclair/50597/
Two appearances in Conference Premier play-offs, one in FA Trophy /wiki/2010%E2%80%9311_Football_Conference
"Former Staff - Frank Sinclair". Greensnet. Retrieved 12 October 2017. http://www.hendonfc.net/Squad?method=view&id=2010
"F. Sinclair". Soccerway. Perform Group. Retrieved 12 October 2017. https://int.soccerway.com/players/frank-sinclair/50597/
"F. Sinclair". Soccerway. Perform Group. Retrieved 12 October 2017. https://int.soccerway.com/players/frank-sinclair/50597/
For cup matches not covered by Soccerway: "Sinclair sees red as Colwyn crash out". Tudno TV. 9 October 2010. Retrieved 12 October 2017. http://www.tudnotv.com/sinclair-sees-red-as-colwyn-crash-out/
"F. Sinclair". Soccerway. Perform Group. Retrieved 12 October 2017. https://int.soccerway.com/players/frank-sinclair/50597/
For cup matches not covered by Soccerway: Cook, Tim (29 September 2013). "Colwyn Bay 1 – 0 Harrogate Town". Harrogate Informer. Retrieved 12 October 2017."COLWYN BAY (0) 0 ALTRINCHAM (0) 2". Altrincham FC. 19 November 2013. Retrieved 12 October 2017. http://www.harrogate-news.co.uk/2013/09/29/colwyn-bay-1-0-harrogate-town/
Appearance in FA Trophy /wiki/2013%E2%80%9314_FA_Trophy
"F. Sinclair". Soccerway. Perform Group. Retrieved 12 October 2017. https://int.soccerway.com/players/frank-sinclair/50597/
"F. Sinclair". Soccerway. Perform Group. Retrieved 12 October 2017. https://int.soccerway.com/players/frank-sinclair/50597/
"F. Sinclair". Soccerway. Perform Group. Retrieved 12 October 2017. https://int.soccerway.com/players/frank-sinclair/50597/
Scholes, Tony (23 June 2012). "Frank Sinclair (Jamaica)". Clarets Mad. Retrieved 13 October 2017. http://www.clarets-mad.co.uk/sngl/ed36/frank_sinclair_747876/index.shtml
Jones, Dean (5 January 2015). "FOOTBALL: Frank Sinclair resigns as Colwyn Bay manager". North Wales Pioneer. Retrieved 24 January 2021. https://www.northwalespioneer.co.uk/sport/15745490.football-frank-sinclair-resigns-as-colwyn-bay-manager/
Vickers, Tim (20 September 2015). "Former Cobblers player Wilkin takes charge at Brackley". buckinghamtoday.co.uk. Retrieved 9 March 2020. https://www.buckinghamtoday.co.uk/sport/more-sport/former-cobblers-player-wilkin-takes-charge-at-brackley-1-6967383
"Player Stats 2015-2016". pitmenweb. Retrieved 24 January 2021. https://www.pitmenweb.co.uk/player-stats-2015-20161
Hugman, Barry J., ed. (2009). The PFA Footballers' Who's Who 2009–10. Mainstream Publishing. p. 377. ISBN 978-1-84596-474-0. 978-1-84596-474-0
"Frank SINCLAIR - Sporting Heroes". Sporting Heroes. Retrieved 1 February 2018. http://www.sporting-heroes.net/football/chelsea-fc/frank-sinclair-6595/biography-of-his-football-career-at-chelsea_a12226/
Hugman, Barry J., ed. (2009). The PFA Footballers' Who's Who 2009–10. Mainstream Publishing. p. 377. ISBN 978-1-84596-474-0. 978-1-84596-474-0
"F. Sinclair". Soccerway. Perform Group. Retrieved 12 October 2017. https://int.soccerway.com/players/frank-sinclair/50597/
Hugman, Barry J., ed. (2009). The PFA Footballers' Who's Who 2009–10. Mainstream Publishing. p. 377. ISBN 978-1-84596-474-0. 978-1-84596-474-0
Hugman, Barry J., ed. (2009). The PFA Footballers' Who's Who 2009–10. Mainstream Publishing. p. 377. ISBN 978-1-84596-474-0. 978-1-84596-474-0
"F. Sinclair". Soccerway. Perform Group. Retrieved 12 October 2017. https://int.soccerway.com/players/frank-sinclair/50597/
Williams, Mike (15 May 2013). "Frank Sinclair named manager of the month". North Wales Pioneer. Retrieved 13 October 2017. http://www.northwalespioneer.co.uk/sport/2013/05/15/gallery/frank-sinclair-named-manager-of-the-month-27055/
Coney, Steven (30 December 2013). "Hatters' Still Gets His Reward". The Non League Football Paper - Daily football news. Retrieved 9 March 2020. https://www.thenonleaguefootballpaper.com/latest-news/9421/still-gets-his-reward/