Out of first-class cricket, Gimblett took a job as a cricket professional with Ebbw Vale Cricket Club in South Wales. He then applied for and got a job with his old Somerset captain, Jack Meyer, who was headmaster of Millfield School. The link with Meyer gave rise to continuing rumours of a possible comeback for Somerset across the 1950s, but it did not happen. In 1959, however, he appeared in a few Minor Counties matches for Dorset. At Millfield, Gimblett helped with the cricket coaching, ran the school shop and did other tasks around the school such as driving minibuses. In the end, his mental and physical health problems – he suffered from arthritis – meant he fell out with Millfield in the same way that he had with county cricket, and he retired to live at Minehead; he was involved in a minor way with coaching and fund-raising for Somerset, but his behaviour was sometimes unpredictable and he found it hard to reconcile his former fame with his reduced circumstances.