He played cricket successfully at school and for Watchet Cricket Club. In 1931, he left school; in August of that year, he made the first of his significant innings. In the match between Watchet and Wellington Cricket Club, he came to the wicket with Watchet on 37 for seven, chasing a total of 160. With another teenage batsman, Allan Pearse, Gimblett hit off the runs, making 91 himself. A year later, he was co-opted into the Somerset Stragglers team, a peripatetic amateur team which played matches across south west England, composed of former public school players of varying abilities, some of whom were the amateurs who formed a large contingent of Somerset county players up to the Second World War. In his first match for the Stragglers team, against Wellington School, he made 142 in 75 minutes.