His moment came at Killarney on 13 July 2026, just days ago, where he landed his first career win. It is worth noting that his recent form figures make for mixed reading — a win, then an eighth, a non-completion, a fifteenth, and a ninth — so the Killarney victory arrives as a reminder that this horse can produce when the conditions suit. He wins roughly 1 in every 5 races (20%), which at this early stage of a career is not a number to read too much into either way.
What gives Highwayman's profile real weight is the yard behind him. Joseph Patrick O'Brien, training out of Owning Hill in Co Kilkenny, has sent out 160 winners already this season alone. That is a relentless level of output — it means O'Brien's stable is producing winners at a pace that puts it among the most potent operations in Irish racing. When a horse from a yard firing like that wins, it tends to be no accident.
Highwayman raced just yesterday, so the yard will be watching closely to see how he comes out of that run. Still only three, there is plenty of time for him to build on that first win and show what kind of horse he might become.
| Course | Races | Results | Last visited | Win rate |
|---|---|---|---|---|
| Killarney Sharp |
1 | 1 win | 13 Jul | 100% |
| Cork Galloping |
1 | 1 other | 19 May | 0% |
| The Curragh Galloping |
1 | 1 other | 3 Jun | 0% |
| Limerick Galloping |
1 | 1 other | 10 Jun | 0% |
| Naas Galloping |
1 | 1 other | 24 Jun | 0% |