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Imrie re-signed with Hamilton in June 2014. He scored on his second debut for the club as Hamilton beat Arbroath 2–1 in the first round of the League Cup on 2 August 2014. In January 2015, when teammate Martin Canning became Accies player-manager, Imrie was invited to take up a role coaching the club's youth teams. In April 2015, he signed a new contract with the club until summer 2016, and in January 2016 he agreed another new contract until summer 2017. In December 2017, Imrie signed a contract extension with Hamilton until May 2019. In June 2018, the Under-17 team he coached (along with Darian MacKinnon) became Scottish champions in the age group, qualifying for the UEFA Youth League. In July 2018, he became the club captain. Imrie retired from playing football at the end of the 2018/19 season.

On 29 May 2013, Imrie's contract with St Mirren was terminated by mutual consent.

Imrie left "Saints" to sign for local rivals Greenock Morton in July 2013. He scored his first goal for Morton in a 6–2 Scottish League Cup win over East Fife. He scored again in the League Cup, against Celtic in the 3rd round, from the penalty spot on 24 September 2013, as Morton won 1–0 at Celtic Park.

In the first month after Hamilton's relegation from the Scottish Premier League, Imrie won the SFL Player of the Month award for August 2011. On 12 January 2012, Dundee United made an offer of £25,000 to Hamilton for Imrie, which was rejected.

St Mirren had a bid accepted for the player on 19 January 2012 of £35,000 and Imrie signed for the Paisley club on a two-and-a-half-year contract. His first appearance came two days later, in a 2–0 home defeat against Celtic. He scored his first goal for the club on 24 November 2012, as St Mirren beat Dundee 3–1.

Imrie signed for Hamilton Academical for close to £25,000 on 1 February 2010 and he made his debut in the Lanarkshire derby with Motherwell on 6 February. He signed a new two-year contract on 13 July 2010. He won the BBC Sportsound Player of the Year in 2009–10 for accumulating the most man-of-the-matches performances throughout the SPL season, despite only joining Accies in February.

Imrie's last Clyde goal was scored in his final game, in a 3–2 defeat against rivals Hamilton Academical on 26 January 2008. The goal was a free kick from 25 yards out.

On 31 January 2008 he signed a two and half-year deal with Inverness Caledonian Thistle moving for a transfer fee of £45,000, depending on appearances. He made his debut for the club on 9 February 2008 in a 1–1 draw with St Mirren. Imrie settled in fairly well at "Caley Thistle" and registered two assists in a game against Gretna on 5 April 2008. and scored his first goal in the following match, a free kick in a 3–0 home win against Kilmarnock on 19 April 2008. He made his last appearance for Caley in a 1–0 win against Airdrie United.

Imrie stepped up to the senior game when Graham Roberts signed him for Clyde in the January transfer window of 2006. He made his debut in the 5–0 victory over Stranraer in the Scottish First Division on 11 February 2006. Imrie's first goal for Clyde was a spectacular overhead volley from the edge of the area against Queen of the South in a 2–1 defeat on 4 March 2006. His next goal was also one to remember, as he scored the winner against Dundee at Dens Park when his cross was deflected into the net.

On 5 August 2006, Imrie signed a new contract, keeping him at Clyde until 2008. In September 2006, Imrie was involved in a collision with Hamilton Academical player Ross McCabe, in which Imrie jumped out of the way of McCabe's tackle and landed awkwardly on McCabe's neck. McCabe needed emergency assistance on the pitch, and had to retire from football as a result of an underlying heart condition that doctors discovered whilst treating him for the injury sustained in the accident.

Douglas Imrie (born 3 August 1983) is a Scottish former footballer, who played as either a forward or a winger. He played in the professional leagues for Clyde, Inverness Caledonian Thistle, St Mirren, Greenock Morton and Hamilton Academical, having previously played in the Junior league for Lanark United.