Playing for Trinidad St Hill was chosen to play for
Trinidad in 1912 and made his first-class debut against British Guiana in the
Inter-Colonial Tournament. Batting at number nine in the
batting order, he scored four runs in his only innings and did not bowl in an innings victory by Trinidad. He retained his place in the tournament final against Barbados and after another failure batting at number eight, he was more successful, scoring 59
not out in the second innings from number nine, sharing a last wicket partnership of 67. However, Barbados won the match easily. St Hill's only other matches before the First World War were both against the
Marylebone Cricket Club (MCC) in 1913. Now batting at number three, St Hill scored 76 runs in three innings with a top score of 33. There were no inter-colonial matches that season and the First World War suspended first-class competition. When cricket resumed in February 1920, St Hill was selected in two matches against Barbados as Trinidad travelled to Barbados. Trinidad were heavily defeated in both games. St Hill scored 18 and 41 in the first game opening the batting, and after scoring two runs at number four in the second game, reverted to opening and scored 96, sharing an opening partnership of 140 with
C. P. Cumberbatch. The next tournament took place in Trinidad during September 1921, and St Hill scored 104 runs from number three—his maiden first-class century—as Trinidad defeated British Guiana. The final against Barbados was affected by rain and left drawn when Barbados had to catch the boat home; St Hill scored six runs, batting at number three, and 48 batting at number six. In the inter-colonial matches of September 1922, St Hill continued to bat in a variety of positions, batting at numbers three, five and six, as well as opening the batting. However, he scored just 49 runs in four innings. Although Trinidad reached the final, they were once more heavily defeated by Barbados. C. L. R. James believes that St Hill planned to play professional cricket in England around this point, but his failure in the trial matches meant that he was not selected to tour England with the West Indies team in 1923. James records how upset St Hill's supporters were by his omission and they believed the West Indian selectors feared a black batsman being successful in England. He also describes St Hill became more single-minded and less willing to moderate his approach after this decision. St Hill played in a non-first-class match against the Windward Islands later that year, scoring a fifty in the second innings. Playing Barbados in the final, Trinidad won a very close match by 13 runs. St Hill, batting at number three, scored 66 and 64, having not scored a first-class fifty since 1921. As winners of the competition, Trinidad qualified for the final without playing another team in October 1925; British Guiana defeated Barbados but lost in the final. St Hill, remaining at number three, scored 100 in the first innings, but was dismissed for a
duck in the second as Trinidad gained a narrow victory by two wickets. The following January, the MCC toured West Indies. The tourists played matches against a representative West Indian side for which St Hill was selected. In the first match in Barbados, he scored just one run in his only innings batting at number four and the home side just managed to secure a draw. The MCC then played two games against Trinidad both of which were drawn. St Hill batted at number three in both matches. In the first, St Hill scored 45 but in the second he scored 20 and a two-and-a-half hour 105.
Lord Harris, having seen this innings, described St Hill as the best batsman in the West Indies. In the three representative games, St Hill scored 141 runs at an
average of 35.25, but the MCC won the series 1–0. Later in the year, St Hill took part in the trial matches for the 1928 tour of England. Playing for British Guiana and Trinidad against Barbados and Jamaica, he scored 144, the highest innings of his career. In the other matches, scores of 45, 44 and 71, In a preview of the
1928 English cricket season,
The Times commented that the West Indies team was an unknown quantity but singled out St Hill as one of two promising batsmen on the team. The same newspaper later noted his exciting batting style, and described him as "one of the best batsmen on the side, from whom much is expected later on". However, all the touring batsmen were hampered by a cold, wet summer and humid conditions which helped the ball to
move through the air. Furthermore, they had to deal with pitches on which the ball spun further and travelled slower after bouncing than they were accustomed to in the Caribbean. St Hill would not or could not adapt his usual attacking style to the unfamiliar conditions. According to James, he was "a horrible, a disastrous, an incredible failure". Making a succession of low scores, he passed fifty only once in first-class games, against
Oxford University and scored one century in a minor match against Durham. He played 35 innings in total and reached double figures only 15 times, while in first-class matches he reached double figures just eight times in 25 innings. West Indies lost both games and lost their first Test series 3–0. After the end of July, St Hill only played once more on the tour. ''
Wisden Cricketers' Almanack'' described St Hill as the "big disappointment" of the tour, noting that he tried to attack the bowling too early in his innings and therefore rarely succeeded. Nevertheless, the correspondent commented on his range of shots on the
off side. However, Trinidad could not defend their title in October as British Guiana defeated the team by four wickets. St Hill batted at number seven in the first innings and three in the second innings but made just 11 runs in the match. The MCC toured once again in early 1930, where the team played two games against Trinidad, although St Hill only appeared in the first. Again batting at number three, he scored 16 in the first innings but accumulated 102 in the second—his final first-class century. Concentrating on defence, St Hill batted for four hours showing more patience than he had done before. but West Indies lost the match and St Hill did not play any further Test or first-class cricket. Very little is known about the remainder of his life. There are no details about his death, although he is believed to have died around 1957. When former West Indian cricketer
Learie Constantine wrote about him in 1957, he noted that St Hill was dead. In 1984, he was entered into the Trinidad and Tobago Sports Hall of Fame. ==Personality, style and technique==