DOB: 22 January 1964
Debut: Round 6, 1984 against Geelong at MCG
Last MFC Game: Round 20, 1989 against Sydney at MCG
From: St. Peters
Number: 53 (1983 Reserves), 24 (1984-1989)
Honours:
Under 19s Premiership player - 1983
Reserves Premiership player - 1984
Games: 80 (81 total)
Goals: 39
Career Statistics
| Wins | Draws | Losses | Winning % |
| 45 | 0 | 35 | 56.25 |
A solid, competitive utility-defender, Bailey first appeared on the senior list in 1982 before making his debut two seasons later. He came from a successful junior pedigree, having played in eight premierships for St Peter's.
After as solid first season, he had disappointing 1985 and 1986 campaigns, before losing weight on a fitness program before 1987. That year he kicked the winning goal in the 1987 Panasonic Cup Final, after spending most of the night on the bench with sore ribs.
Dropped from Melbourne's list at the end of 1989, he was picked up by Geelong with selection #33 in the 1990 Pre-Season Draft. He played just one match, and finished the year with VFA side Sandringham. Bailey played 81 games with the Zebras between 1990 and 1994, including two premierships, before returning to them as an assistant coach from 2000 to 2003.
| Year | Games | Goals | Brownlow |
| 1984 | 12 | 6 | 0 |
| 1985 | 8 | 2 | 0 |
| 1986 | 10 | 2 | 0 |
| 1987 | 25 | 20 | 4 |
| 1988 | 16 | 6 | 0 |
| 1989 | 9 | 3 | 0 |
Media
Inside Football - 01/06/1987, 21/03/1990