The Scot, who only made the switch from Falkirk two weeks ago, admits it would be "mission impossible" regarding City's promotion hopes were they to suffer the penalty, with the club currently in eighth place in npower League One and just three points off the play-offs.
Coventry and owners SISU find themselves in the High Court in London tomorrow morning battling against the threat of an administration order, with the application having come from Arena Coventry Limited (ACL), who manage the Ricoh Arena on behalf of joint owners the Alan Edward Higgs Charity and Coventry City Council.
It is claimed the financially-stricken Sky Blues owe over £1.3million to ACL in unpaid rent stretching back a year, an ongoing row which has subsequently seen their bank accounts frozen, while earlier this month City were also placed under a transfer embargo having again failed to file their annual accounts on time.
Speaking this afternoon, Pressley said: "It's a concern, there's no doubt about it. My biggest concern is for the players and supporters because it's been 39 games of hard work and following the team. It's them who suffer the most. That's my biggest concern.
"I desperately hope that we find a solution and we can continue challenging for those potential play-off places.
"We can only wait until we hear the verdict and continue to prepare for Saturday's game in the hope we can still go on and gain promotion this year.
"The players and the supporters are the ones who really suffer out of this, that's why I'm desperate for some form of solution."
Asked if Coventry were to suffer a points deduction, Pressley added: "It becomes mission impossible in terms of promotion but it's certainly not 'season over' in terms of games, we have a responsibility not just every day on the training pitch to apply ourselves but every matchday.
"There's always something to play for and certainly one of the things is pride - pride in this football club. So regardless of Friday, we'll continue to work hard and get results."
Coventry travel to Fratton Park on Saturday to tackle Portsmouth, a club who have twice suffered administration in as many years of late.
Fans from City's supporters' group, the Sky Blue Trust, will meet pre-match with their counterparts from the Pompey Supporters' Trust, who aim to complete their takeover of the south coast club soon.
The Sky Blue Trust hope tomorrow's court verdict does not bring administration but are desperately hoping for an end to the matter for the sake of the midlands club.
Jan Mokrzycki, media officer for the Trust, said: "We just want to see a resolution, we just don't want the matter dragging on and on. We want it to come to a head and be sorted out so we can get back to football.
"Whatever the outcome is, we want the supporters in general to be taken more seriously by whoever the owners are of the club and the one thing the Trust is pushing for is more fan involvement and more fan involvement from an ownership point of view as well."
He added: "I think it's holding the whole club back, at the moment we're very close to the play-offs yet all we can talk about is when would be the best time to take a points deduction should it come. That's not what it should be about.
"We should be getting excited not worrying about points deductions, people coming in, people going etc. With all the off-field activity it's diluting that excitement.
"Hopefully, whatever happens tomorrow it will be a new start for the club, either with Sisu or new owners. Hopefully it will draw a line under the whole sorry business and we can move on."