Ridden by Richard Rowe who partnered the horse in most of his early race, he started at odds of 10/1 and finished third of the nineteen runners, twelve lengths behind the winner Look Lively.
After finishing sixth at Sandown Park Racecourse in December he recorded his first success at the same venue on 17 February when he made most of the running and won by one and a half lengths from the favourite Chief Mole.
On his first appearance of the 1990/1991 season, Deep Sensation won the St Mary's Trial Hurdle at Warwick Racecourse on 17 November, taking the lead soon after the start and winning by three quarters of a length from Atlaal.
In his second bid for the Champion Hurdle, Deep Sensation started a 50/1 outsider and finished tenth of the twenty-four runners, more than thirty lengths behind the winner Morley Street.
In the 1991/1992 season Deep Sensation competed in novice steeplechases, making his debut over the larger obstacles in a minor event at Wincanton Racecourse in November when he fell when leading at the tenth fence.
He recorded his first chase win at Exeter Racecourse on 6 December beating Sabaki River by a length after the odds-on favourite Beech Road (winner of the 1989 Champion Hurdle) fell at the fourth.
[12] In March Deep Sensation raced for the third time at the Cheltenham Festival and started the 3/1 favourite against ten opponents in the Grade 1 Arkle Novices' Chase, but finished fourth behind Young Pokey, Tinryland and Space Fair.
On 21 November, the gelding carried 156 pounds in the H & T Walker Gold Cup, a handicap for horses who had not won a chase before the start of the previous season, over two and a half miles at Ascot.
[13] In the Tingle Creek Trophy (then a handicap race), Deep Sensation started favourite but was beaten into second by Waterloo Boy despite receiving twenty-one pounds from the winner.
When the gelding was tried over three miles for the first and only time he finished a remote fifth behind The Fellow, Pat's Jester, The Illywhacker and Bradbury Star in the King George VI Chase at Kempton on Boxing Day.
Deep Sensation made his fourth appearance at the Cheltenham Festival when he was one of nine horses to contest the Grade 1 Queen Mother Champion Chase on 17 March.
After jumping the last in second, Deep Sensation overtook Cyphrate on the run-in and held off the renewed challenge of his rival to win by three-quarters of a length, with Katabatic finishing strongly to take third.
[14] On his final appearance of the season, Deep Sensation started 7/4 joint favourite with Waterloo Boy in the Grade 1 Melling Chase over two and a half miles at Aintree Racecourse in April.
Deep Sensation raced at the rear of the field, which remained closely grouped until the fourth last, when Waterloo Boy dropped away quickly and was soon pulled up (he was found to have broken a blood vessel).
[15] Deep Sensation began his next season in November 1993 when he finished second to Travado in both the Haldon Gold Cup at Exeter and the Peterborough Chase at Huntingdon Racecourse.
When Deep Sensation attempted to repeat his success in the Queen Mother Champion Chase at Cheltenham, he faced a strong field which included Remittance Man, Travado, Viking Flagship, Sybillin and Katabatic.
On his final appearance of the season, Deep Sensation was assigned top weight of 168 pounds in the Moonshine Handicap Chase over two miles at Ascot on 26 April.
[18] Deep Sensation spent his retirement at Janine Jones' yard in West Sussex, regularly returning to Cheltenham to parade in front of the crowds before the Queen Mother Champion Chase.