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United kicked off their second successive campaign in the Scottish Championship with manager Ray McKinnon adding more depth to his squad. Notable arrivals included Paul McMullan, Sam Stanton, Fraser Fyvie and Harry Lewis.
The Tangerines started well with three victories in a row, but just 1 win from their next 7 games saw Manager Ray McKinnon relieved of his post. Assistant Manager Laurie Ellis took charge as Interim Manager for two matches, a 2-0 away win against Dumbarton and a 2-1 win at home to St Mirren. Ex-Hearts Manager Csaba Laszlo was them confirmed as United’s new Manager in November.
United’s Challenge Cup defence saw them reach the Quarter-Finals with wins over Cowdenbeath, Alloa Athletic and Linfield before a 2-1 defeat against Irish side Crusaders in Laszlo’s first game in charge.
The League Cup gave the city of Dundee two derbies to enjoy. The league format saw United beat Raith Rovers, Buckie Thistle and Cowdenbeath before beating Dundee 4-3 on penalties after a 1-1 draw. This led to the unusual situation of United then playing the Dark Blues again in the second round. An end to end encounter at Dens Park saw Dundee winning the tie 2-1.
United’s Scottish Cup endeavours saw them beat Alloa Athletic 2-0 in the 4th round. A televised 5th round encounter at Pittodrie saw Aberdeen beat United 4-2.
An inconsistent second half of the season saw United finish 3rd in the regular season. They saw off Dunfermline in the 3rd/4th place play-off with a 0-0 away leg draw and a 2-1 victory at Tannadice. The play-off semi-final would be as far as United would reach this season as they lost out to Livingston. A 3-2 defeat at Tannadice would prove too much as United then drew 1-1 in the away leg. Livingstone would go on to beat Partick Thistle in the play-off final and gain promotion to the Scottish Premiership.