A native of Hartlepool in the north-east of the country, Jennings came to wider attention when he qualified for the 2012 BDO World Darts Championship. After defeating Garry Thompson 3-1 in the first round, Jennings defeated Steve Douglas 4-2 in their second round clash. He lost to fellow tournament debutant Wesley Harms in the quarter-finals, being defeated 5-3 in sets.