Niall Oleary
Owner
Record
7 runs, 2 wins — 28.57% strike rate. Placed 2 times (2 second, 0 third).
Last ran Wednesday, 29 April 2026.
Form
Runs cover Great Britain over the last twelve months, and Ireland from 16 August 2026 onwards. A record here is what the bank holds, not a career total.
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8 — Punchestown (IRE) , Wednesday, 29 April 2026
3:40. Louis Fitzgerald Hotel Hurdle , 2m3f58y , going Yielding , 10 ran . Started at 11/2 , beaten 23 lengths . Headgear t
Mister Pessimistic (IRE) · Jockey Darragh O'Keeffe · Trainer Henry De Bromhead
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2 — Wexford (IRE) , Friday, 10 April 2026
4:20. Wexfordwalkingtrails.ie (C & G) Maiden Hurdle , 2m4f , going Good To Yielding , 12 ran . Started at 11/10 , beaten 3 lengths
Captains Speech (IRE) · Jockey Mike O'Connor · Trainer Henry De Bromhead
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2 — Cork (IRE) , Thursday, 19 March 2026
3:30. Mouse Trap Bar & Bridge House Bar Pre Race Party Maiden Hurdle , 2m4f , going Yielding , 21 ran . Started at 2/1J , beaten 1.25 lengths
Captains Speech (IRE) · Jockey Darragh O'Keeffe · Trainer Henry De Bromhead
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9 — Leopardstown (IRE) , Sunday, 1 February 2026
1:40. Tattersalls Ireland Novice Hurdle (Grade 1) , 2m , going Heavy , 12 ran . Started at 40/1 , beaten 6.5 lengths . Headgear t
Mister Pessimistic (IRE) · Jockey Darragh O'Keeffe · Trainer Henry De Bromhead
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6 — Leopardstown (IRE) , Saturday, 27 December 2025
1:47. Paddy Power Future Champions Novice Hurdle (Grade 1) , 2m , going Yielding , 8 ran . Started at 16/1 , beaten 1.25 lengths
Mister Pessimistic (IRE) · Jockey Darragh O'Keeffe · Trainer Henry De Bromhead
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Won — Cork (IRE) , Sunday, 2 November 2025
12:10. Paddy Power From The Horse's Mouth Podcast Maiden Hurdle (Div 1) , 2m , going Yielding , 14 ran . Started at 4/11F
Mister Pessimistic (IRE) · Jockey Darragh O'Keeffe · Trainer Henry De Bromhead
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Won — Listowel (IRE) , Thursday, 25 September 2025
5:45. Kevin McManus Bookmaker Flat Race , 2m , going Good To Yielding , 18 ran . Started at 11/4F
Mister Pessimistic (IRE) · Jockey Mr J L Gleeson · Trainer Henry De Bromhead
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