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| # | Year | Winner | Team | Value | Position |
|---|---|---|---|---|---|
| 1 | 1999 | Ben Hart | Adelaide | - | - |
| 2 | 1999 | Jason Akermanis | Brisbane Lions | - | - |
| 3 | 1999 | Justin Leppitsch | Brisbane Lions | - | - |
| 4 | 1999 | Matthew Allan | Carlton | - | - |
| 5 | 1999 | Nathan Buckley | Collingwood | - | - |
| 6 | 1999 | Mark Mercuri | Essendon | - | - |
| 7 | 1999 | Adrian Fletcher | Fremantle | - | - |
| 8 | 1999 | Ben Graham | Geelong | - | - |
| 9 | 1999 | Shane Crawford | Hawthorn | - | - |
| 10 | 1999 | David Schwarz | Melbourne | - | - |
| 11 | 1999 | Anthony Stevens | North Melbourne | - | - |
| 12 | 1999 | Stephen Paxman | Port Adelaide | - | - |
| 13 | 1999 | Wayne Campbell | Richmond | - | - |
| 14 | 1999 | Nathan Burke | St Kilda | - | - |
| 15 | 1999 | Wayne Schwass | Sydney | - | - |
| 16 | 1999 | Guy McKenna | West Coast | - | - |
| 17 | 1999 | Brad Johnson | Western Bulldogs | - | - |