His biggest moment came at Great Yarmouth in September 2021, when he won what was also his first career victory — a Class 2 race, which puts it among the better races in Britain. That is a notable way to open your account. The quote from the owner's representative afterwards was memorable: jockey Adam Kirby apparently rode him precisely to instructions, and the suggestion was that Pleasant Man is the kind of horse who needs a very specific kind of handling. "A lazy type," they called him — the sort who will happily coast unless someone knows exactly how to ask the question. That is either charming or maddening depending on your perspective, but it speaks to a horse with a personality.
He has had his troubles along the way. His trainer Joey Ramsden, based at Newark, noted that Pleasant Man bled when pulled up during a race at Kempton and needed a breathing operation afterwards — a significant setback for any horse. The fact that he has continued racing competitively since is genuinely impressive and perhaps explains why the yard clearly retains affection for him.
What suits him most is normal ground — the standard, everyday racing surface — where he wins roughly 1 in every 4 or 5 races (2 wins from 9). That is a meaningful uptick from his overall record and worth knowing. He typically competes at Class 4 level, the solid middle tier of British racing, where he has won 2 from 16. Most encouragingly, he won at Doncaster just three weeks ago, and raced again only yesterday, which suggests he is in a purple patch of form right now and his team are keeping him busy while the confidence is high. Joey Ramsden's yard has sent out 5 winners this season, and Pleasant Man appears to be doing his bit.
| Course | Races | Results | Last visited | Win rate |
|---|---|---|---|---|
| Southwell Galloping |
11 | 1 win, 1 second, 1 third, 8 other | 11 Apr | 9.1% |
| Wolverhampton Galloping |
6 | 1 second, 2 thirds, 3 other | 16 Jun | 0% |
| Newcastle Galloping |
3 | 3 other | 5 Dec | 0% |
| Lingfield Park Sharp |
3 | 1 second, 2 other | 19 May | 0% |
| Great Yarmouth Galloping |
2 | 1 win, 1 third | 2 Jul | 50% |
| Doncaster Galloping |
2 | 1 win, 1 other | 20 Jun | 50% |
| Taunton Undulating |
2 | 1 second, 1 third | 7 Feb | 0% |
| Fakenham Tight |
1 | 1 win | 2 Jun | 100% |
| chelmsford | 1 | 1 third | 15 Jan | 0% |
| Ascot Galloping |
1 | 1 other | 20 Jun | 0% |
| Newmarket Galloping |
1 | 1 other | 13 Jul | 0% |
| Kempton Park Galloping |
1 | 1 other | 26 Feb | 0% |
| York Galloping |
1 | 1 other | 10 Jul | 0% |
| hereford | 1 | 1 second | 15 Feb | 0% |
| Wincanton Galloping |
1 | 1 third | 19 Oct | 0% |
| Exeter Undulating |
1 | 1 second | 1 Feb | 0% |
| Aintree Galloping |
1 | 1 other | 3 Dec | 0% |
| Stratford-on-Avon Sharp |
1 | 1 other | 18 Jun | 0% |
| Musselburgh Sharp |
1 | 1 third | 8 Apr | 0% |