- Dundee FC are 2nd in Group D 2026 League Cup with 3 points from 1 match, while Annan Athletic are 5th on 0 points.
- Dundee have 2 wins, 1 draw and 2 defeats in their last 5 matches.
- Annan have 1 win, 1 draw and 3 defeats in their last 5 with a 1-4 home defeat to Ross County yesterday hitting them hard.
Dees to down Division 4 hosts
Annan Athletic have had a tough start to their League Cup Group D 2026 campaign, failing to win their home match and scoring only 1 goal in the process.
The Galabank side lost 3-1 away to Clyde before a 1-1 home draw with Forfar and those results are probably the best that the Division 4 club could have hoped for after an initial 1-4 defeat to Championship side Ross County.
Wullie Gibson has kept Annan compact and pragmatic since taking over on 16 May 2024, with set pieces and quick transitions central to their game.
Aidan Smith has been Annan's main spark, with 2 of the club's 5 goals in their last 5 matches, so he is the one player Dundee cannot switch off from.
Dundee FC's form has been mixed of late, with a 1-1 away draw to Brechin City and a 4-2 victory over Airdrieonians at home coming immediately after a 0-0 friendly draw.
Steven Pressley's team have been more structured and flexible in the way they play since 2 June 2025, using shape changes to control midfield and open different attacking lanes.
Dundee can flip between possession control and direct bursts depending on the matchup, while Annan typically sit deep in narrow blocks and look to nick moments in transition.
This stylistic contrast should see Dundee dictate the tempo and Annan trying to nick a set-piece or counter punch.
Dundee come into this as 13/100 favourites with the draw at 57/10, which makes a lot of sense considering the Premiership club should have more than enough quality to take care of a plucky underdog Annan Athletic.
The goals markets are lively too, with Over 2.5 goals at 2/5 and Both Teams To Score at 19/20. We're going for a Dundee win, but we think the Dees' firepower should be able to make a hole in Annan early, so we're taking the goals option instead.
Dundee won the previous head-to-head 3-1, so it's a timely reminder of the gap Annan will have to close on Tuesday night.