He was a former Charlton Athletic Trainee who joined West Ham United in 1999, before being sent out on loan to Bournemouth during the 2000-01 season, where he scored 19 goals in 31 appearances.
The livewire striker made 105 appearances for West Ham, scoring 41 times, but it was not enough to stop the Hammers from being relegated in 2003. Jermain then spent a short spell playing in the second tier with West Ham.
He joined Tottenham Hotspurs in the January 2004 transfer window and scored on his debut in a 4-3 home win over Portsmouth
His pace and agility have proved a constant threat to opposing defenders and he finished the 2004/05 campaign as their top scorer with 22 goals in all competitions, taking his overall tally with Spurs to 29 goals in 58 appearances.
In doing so, he was the first striker to top 20 goals in all competitions since Teddy Sheringham and Chris Armstrong back in 1995-96.
His performances have also been recognised at international level. Jermain was put on standby for England's Euro 2004 campaign and scored his first international goal in a World Cup qualifier against Poland in September 2004 - he has remained in the squad since.