Of course, the biggest worry is currently the financial situation and with so much debt being owed to the Gaydamak's next month, I doubt we will be able to buy any players at all.
Not that we can anyway, given that the transfer embargo (that was supposed to be lifted a long time ago according to Sulaiman Al-Fahim) is still being enforced.
It shows no sign of disappearing either, as the £7 million that Pompey are owed by the Premier League is likely to be given to the clubs that Pompey owe money to for past transfer deals (and that might not even cover all of it).
So without any money coming in, the only way to raise funds (unless Peter Storrie finds some heavy financial investment quickly) is to sell players. Gaydamak is reportedly owed £9 million to be paid at the end of January so it's likely that Pompey fans could be waving goodbye to the only star players they have left.
David James is wanted by Harry Redknapp, but he isn't going to be worth that much if he is sold. For arguement's sake, he will go for £2 million at absolute most in my opinion.
Younes Kaboul is probably our most bankable asset but how much would he fetch? Pompey paid around £6 million for the Frenchman according to reports so we should receive at least that much back for a player who has improved immensely since arriving at Fratton Park.
Nadir Belhadj is another one who could be sold to raise money. After signing him permanently for £4.7 million in January, the Algerian has struggled to reproduce the form that persuaded Pompey to fork out for him in the first place.
Having said that, he was outstanding against Liverpool on Saturday and offers the team something that no other player can - width and pace. Grant may be able to get the best out of him, despite making his desire to leave public. The Algerian would be a loss to the squad but one we could probably cope with if we got over £3 million for him.
Speaking of losses we could cope with, I'm hoping that Burnley decide to go ahead and sign David Nugent permanently as he is due back at Fratton Park next month. He may not fetch much (my estimate would be £3 million) but it would go some way towards paying the bills.
The only other high value asset we have is Kevin-Prince Boateng who I hope will not be sold under any circumstances. He is our main source of creativity, our most consistent performer and always gives his all. Losing him would leave a huge gap in the midfield that we wouldn't be able to fill, and that would deal a fatal blow to our survival chances in my opinion.
If he was to go, I'd be very disappointed if we didn't get at least £5 million for him. We paid £4 million for Boateng and since his arrival he has shown what he is capable of when managed properly.
Jamie O'Hara is our other stand-out midfield performer so far this season but as it stands he will be going back to White Hart Lane in January. Whether the transfer embargo stops Pompey extending his loan until the end of the season is something I don't know, but the Spurs loanee is an important figure in our fight against relegation and simply must be kept until the end of the season if possible.
Going back to who else could be sold to pay off that debt, Paul Hart has been linked with taking Tommy Smith and Mike Williamson to Loftus Road whilst there might be a late Christmas miracle if someone actually stumps up some significant cash for John Utaka. I'd be very surprised if these three players went for more than £8 million in total.
So if Pompey were to cash in on the players that might be sold (and by my rough valuation our sellable assets would be worth around £27 million), there is more than enough money to pay what Gaydamak is owed - on the face of it anyway.
The fact that transfer fees are paid in instalments has been hammered into the heads of Pompey fans more than ever given the amount of times we have heard the words "outstanding payments" recently, so we would have to sell more than £9 million worth of players to pay Gaydamak back if there is no imminent income into the club.
So, in a nutshell, Avram Grant should brace himself as he is likely to lose key players permanently to pay back debt, he has no idea if he can bring players into the club and is resigned to losing four key players of his squad for up to five games due to the African Cup of Nations.
January 2010 is going to make or break the future of our football club and could well be one of the most important months in the history of Portsmouth FC.