It was always clear that Pressley had a job on his hands. After all, the spine of the team had been ripped out over the summer.
Lyall Cameron and Josh Mulligan, who came through the Dee academy, moved on to Rangers and Hibs respectively.
Captain and defensive anchor Joe Shaughnessy left, along with Jordan McGhee, Mo Sylla and Scott Tiffoney.
While Pressley has been able to add seven recruits, before the match against Hibs he said his side are “six players away from getting our squad together.”
With only four weeks of the transfer window left, it’s an enormous task.
“I came in here and I had some ideas about how I thought we could move forward,” Pressley explained.
“Then working with the players and seeing their strengths and their weaknesses, I’ve had to adapt, and I’ve had to change how we’re going to play.”
Did he overestimate the squad he was inheriting? Has he missed out on several targets? Were promises of board backing made that have not been kept?
“I don’t know if there’s something wrong behind the scenes,” Stewart said. “He’s trying to send a message out to the world.
“But for Dundee I would suggest it’s a wee bit concerning for how the season ahead looks.”
Pressley has already pleaded patience from the Dundee faithful. Sadly for him, that’s a currency that’s been demonetised in modern football.
Watch all your favorite Amazon Prime Video Sports broadcasts live and free. Get access to NFL, NBA, NASCAR, WNBA, and more – all included with your Prime membership!