The real puzzle is the long drought. Charlie My Boy last won at Huntingdon on 26 May 2025, which means it has now gone 15 months without a victory. In that time, the horse has raced six times, picking up a pair of second-place finishes and some further back efforts, including an eighth-place run just yesterday. For a horse still only nine years old, that kind of run without a win is enough to make the yard question whether there is anything left to chase.
What may keep Charlie My Boy in work is a track record at the lower levels. In Class 5 races — the bread and butter of smaller yards — the horse has won 2 of 12 starts, a better rate than the career average. Robert Dunne, the jockey most often in the saddle, has ridden it to one win from six attempts together, suggesting there may be occasions when this partnership finds the right race at the right time. Trainer J. R. Jenkins at Royston has had a quietly productive season and may feel there is a race left in Charlie My Boy, even if the horse's best days appear firmly in the past.
| Course | Races | Results | Last run | Win rate |
|---|---|---|---|---|
| Huntingdon Galloping |
9 | 1 win, 1 second, 7 other | 25 May | 11.1% |
| Newton Abbot Sharp |
2 | 1 win, 1 other | 21 Aug | 50% |
| Stratford-on-Avon Sharp |
2 | 2 other | 30 Jun | 0% |
| Fontwell Park Tight |
2 | 1 second, 1 other | 28 Aug | 0% |
| Southwell Galloping |
2 | 2 other | 15 Nov | 0% |
| Worcester Galloping |
2 | 2 other | 20 Jul | 0% |
| Newbury Galloping |
2 | 2 other | 22 Mar | 0% |
| Aintree Galloping |
1 | 1 win | 16 Jun | 100% |
| Uttoxeter Sharp |
1 | 1 other | 13 Sep | 0% |
| Wincanton Galloping |
1 | 1 second | 1 Mar | 0% |
| Warwick Sharp |
1 | 1 other | 20 Sep | 0% |