Jennings made his first-class debut for Surrey in the 1921 County Championship against Essex.
[4] The pitches at The Oval in the early to mid-twenties were not friendly to Jennings style of bowling, thus he wasn't a regular feature in the Surrey team.
[7] Starting in 1935, Jennings began umpiring in the Minor Counties Championship, standing in 87 matches between 1935 and 1962.
[8] He stood in just the one first-class match, held in 1953 between a combined Minor Counties team and the touring Australians at the Michelin Ground, Stoke-on-Trent.
Following his move back to Devon from, he became the head groundsman at Blundell's School in his home town.