Jermain made his first-team debut in a League Cup match against Walsall in September 2000, scoring in a 1–0 win. Shortly thereafter, he joined Second Division club AFC Bournemouth on a near season-long loan, where he scored in ten consecutive matches, equalling John Aldridge's and Clarrie Jordan's post-war record. He scored 18 goals in 29 league appearances for Bournemouth. West Ham manager Harry Redknapp tipped him for stardom, saying, "He's done great. I sent him out to Bournemouth to get some experience playing league football and he's coped marvellously. To score 10 goals in 10 games is a terrific achievement. He's a bright lad who's full of confidence. Nothing knocks him, he's a typical goal-scorer. If he misses, he'll be there the next time looking for a goal. He's a kid with a big future."