The Demons have now secured the No.1 and No.2 picks in the meeting, after finishing bottom on the ladder and claiming fewer than 16 points on the ladder in the past two seasons.
Speaking at his final post-match media conference for 2009, following St Kilda's 47-point win over Melbourne, Bailey said with a smile that one of the two picks would definitely be a midfielder.
"I think one of them will certainly be a small – a midfielder," he said.
As for whether both picks would be used on midfielders, Bailey said: "It's a long way, away and we'll have to grin and bear it."
"I would've thought a good midfielder will help us."
Other players likely to be in the mix for Melbourne, with pick two, include South Australian Jack Trengove, Western Australian Anthony Morabito and Victorian John Butcher.
Although the losing margin wasn't flattering, it wasn't a true indication of Melbourne's solid effort against the minor premiers. Melbourne trailed by just 16 points at the 20-minute mark of the final term, before St Kilda slammed on five in a row.
Bailey was pleased his charges took it right up to the Saints for much of the match.
"Some of our players showed in the first half … almost three [quarters] I reckon that we can match it with the best team in the competition," he said.
"I thought we moved the ball reasonably well with some crisp handball."
Bailey paid tribute to three departing Demons – Russell Robertson, Paul Wheatley and Matthew Whelan.
"Russell, Paul and Wheels have been great servants of the Melbourne footy club. They've been outstanding and they are great people once you get to know them – they're terrific blokes," he said.
"It was nice to see Paul Wheatley kick a goal and it was great to see Robbo kick a goal … luckily [Brock] McLean handballed it to him, which was a good decision by Brock to handball it to him. He worked pretty hard Robbo.
"It would've been nice for Wheels to have a shot at goal – he was fairly keen to … but for all three to get through the game and contribute at different stages is important as well, in their last game for Melbourne."
Despite claiming successive wooden spoons, Bailey is excited about the developing youngsters and the off-field situation of the club.
"We ticked over 31,000 members and we've finished last the last two years – I think that is an exceptional opportunity," he said.
"If we get all 31,500 or 32,000 thousand at the MCG, I'd spend a week or two to thank every one of them – they've just been unbelievable for us.
"It's been an incredible show of faith in the football club – in everyone who is involved in it – and that's a great platform to build from as well, so there are exciting times ahead."
As for a possible contract extension post-2010, Bailey said with a smile: "The longer the better, that'd be fantastic."
