1988/1989 and 1989/1990 seasons: Novice hurdles After winning his only
National Hunt Flat race, Remittance Man began his career over obstacles in a
novice hurdle race at
Huntingdon Racecourse on 7 December 1988 and finished third of the seven runners behind Espy. He finished second to
Sayfar's Lad (who went on to win the
Sun Alliance Novices' Hurdle at the
Cheltenham Festival) at
Newton Abbot Racecourse in December, second to Duke de Vendome at
Towcester Racecourse in January and second again to Dan Marino at the same course in March. On his final appearance he carried 166 pounds in a novices'
handicap at Cheltenham in April and finished third of the twenty-four runners behind Knighton Lad. Having failed to win in his first season, Remittance Man remained eligible to compete in novices' hurdles in the 1989/1990. After finishing second to the
Josh Gifford-trained Tom Troubador at
Ascot Racecourse in November, he was moved up in class to contest the Bristol Novices' Hurdle over two and a half miles at Cheltenham on 8 December. Ridden by
Richard Dunwoody, he started the
3/1 second favourite and recorded his first success, taking the lead at the last and beating the odds-on favourite Regal Ambition by a short head. He finished second to File Concord when 8/11 favourite at Huntingdon on 26 December and then finished runner-up to Black Moccasin at
Doncaster Racecourse a month later, conceding eight pounds to the winner. At the same course on 24 February he won the Flamborough Head Novices' Hurdle, beating his stable companion Empire Blue by four
lengths. In his two remaining races that season he finished second to the subsequent
Grand National winner
Miinnehoma at
Newbury Racecourse in March and second to Vazon Bay in the
Mumm Prize Novices; Hurdle at
Aintree Racecourse in April. Nicky Henderson later said that he had misjudged the gelding's capabilities over hurdles commenting "it took the trainer longer than it should to pinpoint his trip – I even ran him... [over] three miles... it all came right in the end." Five days later he reappeared at Newbury and won the
Hopeful Chase by more than thirty lengths from Crawfordstown. On 15 December at Ascot he was moved up in class for the Grade 2 Noel Novices' Chase in which he was matched against
Morley Street, the winner of the Mersey Novices' Hurdle,
Aintree Hurdle,
Breeders' Cup Steeplechase and
Ascot Hurdle. Remittance Man took the lead soon after the start and was never seriously challenged, beating Morley Street by eight lengths. Eleven days later he started 1/2 favourite for the Wayward Lad Novices' Chase at
Kempton Park Racecourse and won "easily" by twelve lengths from the
Cleeve Hurdle winner Calapaez. In the Galloway Braes Novices' Chase at Kempton on 23 February Remittance Man started the 100/30 third choice in the betting behind File Concord and Trefelyn Cone. He took the lead at the twelfth fence and increased his advantage in the closing stages to win by thirty lengths from Monumental Lad. In March he appeared for the first time at the Cheltenham Festival and started the 85/40 favourite for the Grade 1 Arkle Challenge Trophy. His thirteen opponents were headed by the
Yorkshire-trained Uncle Ernie, the winner of the
Lightning Novices' Chase and also included Last o' the Bunch (unbeaten in five chases) and the dual
Ladbroke Handicap Hurdle winner Redundant Pal. Restrained by Dunwoody in the early stages, he moved up to take the lead from the
Charlie Brooks-trained My Young Man at the third last fence. He was challenged by Uncle Ernie over the last two obstacles but drew away on the run-in to win by six lengths from Uncle Ernie, with another six lengths back to Redundant Pal in third.
1991/1992 season: Steeplechases In the 1991/1992 season, Remittance Man was moved up to compete against more experienced chasers. On his seasonal debut he started 1/4 favourite for a chase at Newbury and recorded his seventh consecutive win, beating his only rival, Golden Celtic, by more than thirty lengths. On Boxing Day at Kempton he was moved up to race over three miles for the first and only time in the
King George VI Chase. With Dunwoody opting to ride the veteran
Desert Orchid, Remittance Man was partnered by
Jamie Osborne and started 3/1 favourite in a field which also included Nortons Coin and Toby Tobias (first and second in the 1990 Cheltenham Gold Cup) as well as the French six-year-old
The Fellow. He took the lead four fences out but was overtaken approaching the last and finished third, beaten one and a half lengths and two lengths by The Fellow and Docklands Express. Henderson later criticised the way he had prepared the horse, saying that he sent him into the race "undercooked". Remittance Man was reunited with Dunwoody for the Arlington Premier Series Chase Final over two and a half miles at Newbury in February and won by twenty lengths from Captain Dibble, a seven-year-old who won the
Scottish Grand National two months later. On 11 March the gelding returned to the Cheltenham Festival and started even money favourite in a six-runner field for the 34th running of Britain's most prestigious two-mile steeplechase, the Queen Mother Champion Chase. Redundant Pal was again in opposition, but the favourite's main rivals appeared to be
Katabatic and Waterloo Boy, who had finished first and second respectively in the previous year's edition. With Dunwoody riding Waterloo Boy, Jamie Osborne again stepped in to take the ride on the favourite. The outsider Star's Delight led in the early stages from Waterloo Boy, with Remittance Man settled in third by Osborne just ahead of Katabatic. Star's Delight began to fade badly from the third last and the favourite jumped the penultimate obstacle in second place, almost level with Waterloo Boy. After taking a narrow advantage at the final fence, Remittance Man held off the late run of Katabatic by a length, with Waterloo Boy three and a half lengths back in third. On 3 April at Aintree, Remittance Man moved back up in distance for the Melling Chase over two and a half miles and started the 4/9 favourite. His three opponent were Uncle Ernie, Pat's Jester (winner of the Grade 1 Newton Chase) and the 25/1 outsider Edberg. His task was made easier when Uncle Ernie fell at the first and after taking the lead at half way he drew clear to win by eight lengths from Edberg, with a gap of twenty lengths back to Pat's Jester in third.
Later career Remittance Man began the 1992/1993 season over two miles five furlongs at
Wincanton Racecourse on 22 October when he started 4/11 favourite for the Grade 2 Desert Orchid South West Pattern Chase. He recovered from a mistake at the third last before winning by twelve lengths from Kings Fountain, with the mare Setter Country twenty-five lengths away in third. At Huntingdon a month later he started at odds of 1/5 for the Grade 2 Peterborough Chase and won for the twelfth time in thirteen races, beating Emsee-H by seven lengths after taking the lead approaching the second last. Remittance Man sprained a tendon in the race and was ruled out for the rest of the season. After a break of more than fifteen months, Remittance Man returned in the Emblem Chase at Kempton on 26 February 1994 in which he was opposed by
Deep Sensation, the winner of the 1993 Queen Mother Champion Stakes, and Wonder Man, whose wins included the
Henry VIII Novices' Chase. After tracking Deep Sensation for most of the way, Dunwoody sent Remittance Man into the lead on the run-in and the gelding won his thirteenth steeplechase from fourteen attempts, beating Deep Sensation by three and a half lengths. His victory was warmly received by the crowd and an emotional Henderson commented "I honestly expected him to get beaten today, but he has class, and there was no rustiness at all about his jumping... we now must keep our fingers crossed that he stays sound." On 16 March Remittance Man attempted to regain his title as the best two-mile chaser in Britain when he started 11/4 favourite for the Champion Chase. He appeared to be travelling well just behind the leaders when he fell at the third last, failing to complete the course for the first and only time in his racing career. Despite returning lame after his fall at Cheltenham, Remittance Man started 9/4 joint favourite for the Melling Chase at Aintree three weeks later, but after several jumping errors he was virtually pulled up in the closing stages and came home last of the four finishers behind Katabatic. Remittance Man made his final appearance on 1 December 1995 when he returned from a break of nineteen months to contest a handicap chase at
Sandown Park Racecourse. Carrying top weight of 166 pounds he made little impact and finished last of the four runners behind the American champion
Lonesome Glory. ==Assessment==