Winning Boss (AUS) Horse
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About
Winning Boss, a 4yo chestnut mare from Australia, is trained by Daryl Cannon. She is out of the stallion Winning Rupert and the dam Dracul. She has not yet broken her maiden, failing to win in three starts. In her latest start at Geelong on 22 May 2026, Alana Kelly rode her to a 13th‑place finish behind the winner Just Think Twice.
Race Record
| Event Summary | Runner Stats | Rank |
|---|---|---|
| Geelong 22-May-26 1100m SOFT 5 R2 MDN-SW (of $32,000) Barrier 2, Winning Time: 01:05.550, SP: 151.00 In-running: 800m 5th, 400m 5th 1st Just Think Twice ( J Bowditch 59.5 ) 2nd Paramount Plus ( Z Spain 59.5 ) 0.06L 3rd Induction ( J Duffy 59.5 ) 1.06L 13th Winning Boss ( A Kelly 57.5 ) 11.34L See full results | A Kelly 57.5kg 11.34L | 13 (13) |
| Ballarat 10-May-26 1000m HEAVY 8 R4 MDN-SW $850 (of $42,500) Barrier 8, Winning Time: 00:57.940, SP: 151.00 In-running: 800m 8th, 400m 10th Sectionals: 600m 00:34.280 1st Done Leavy ( W Gordon 57.5 ) 2nd Master Taj ( J Bowditch 59.5 ) 0.46L 3rd Immortal Triumph ( N Farley 59.5 ) 3.71L 10th Winning Boss ( A Kelly 57.5 ) 12.56L See full results | A Kelly 57.5kg 12.56L | 10 (12) |
| Ladbrokes Geelong 02-Apr-26 1000m R5 Jump Out-S5, Winning Time: 01:02.440 1st Faith In Zadar ( N Farley ) 2nd Ginsberg ( J B Webb ) 3rd So So So ( E J Walsh ) 4th Winning Boss ( R Hurdle ) | R Hurdle | 4 (5) |
| Ladbrokes Geelong 27-Nov-25 600m R8 Jump Out-G4 1st Winning Boss ( R Hurdle ) 2nd Lovesexy ( C Newitt ) 3rd Bivtonic ( J B Webb ) | R Hurdle | 1 (4) |
| Swan Hill 02-Aug-24 975m GOOD 4 R2 Mdn Set Weight $675 (of $27,000) Barrier 6, Winning Time: 00:57.660, SP: 61.00 In-running: Settled 6th, 800m 6th, 400m 6th Sectionals: 600m 00:33.990 1st Met With Luck ( B Shinn 59.5 ) 2nd Chesspiece ( R K Houston 57.5 , Cd 56 ) 1.25L 3rd Queen Caves ( N Farley 57.5 ) 3.00L 7th Winning Boss ( A Kelly 55 ) 8.36L See full results | A Kelly 55kg 8.36L | 7 (11) |
| Sportsbet-Ballarat SYNTHETIC 17-Jul-24 700m R11 JumpOut-Synth, Winning Time: 00:53.920 Sectionals: 600m 00:35.360 1st Ziggy Plays Guitar ( C Atkinson ) 2nd Pub Crawl ( W Gordon ) 3rd Girlcanchat ( M T Aitken ) 4th Winning Boss ( A Kelly ) | A Kelly | 4 (7) |