Fight with Gilbert Eastman

The fight with Eastman, the younger brother of two time world title challenger Howard Eastman, would not be remembered for Webb's victory but for the injury's suffered by his opponent. Having been floored in the final round of their eight-round fight, the fight was stopped with Eastman returning to the dressing room only to collapse and be taken to hospital. Eastman's manager Winston Fuller said "It wasn't a punishing fight at all. He boxed brilliantly in the first four or five rounds and there wasn't a lot in it until he got caught by a couple of shots in the final round. He was well prepared for the fight and 100 per cent fit. There were no weight problems, nothing."^[2] Having been taken to the Royal London Hospital, doctor's worked to remove a blood clot on his brain saying that they expected him to make a "full recovery".^[3]

British Champion

Now with a record of 12–1, Webb begun 2009 with a victory over Max Maxwell at the leisure centre in Newham. On 2 May 2009 he travelled to Sunderland to face Thomas McDonagh in an eliminator for the full British title, winning on points over 10 rounds, it was the first time that Webb had gone such a distance. Despite the win, his chance to fight for the title did not happen that year with his opponent McDonagh actually getting the nod to fight the champion Anthony Small before Webb in what was a voluntary defence for Small. Webb finished off the year with a six-round points win over Paul Morby at the Newport Centre in Newport.^[4] In his first fight of 2010 and now boasting a record of 15-1 Webb got his chance on 26 March and defeated Small on a close majority points decision at the Goresbrook Leisure Centre in Dagenham. The fight went the distance despite Webb suffering a bad cut in the fifth round and a doctor's inspection of the cut in the sixth. Webb, who had also defeated Small on two occasions in the amateurs said following the win "I managed to dig deep and pull it out, I'm over the Moon".^[5] On 16 October 2010 Webb made the first defence of his title in Limehouse, London. His opponent Martin Concepcion was the reigning Midlands Area champion but struggled throughout the fight as Webb built up to what looked like being a comfortable points victory prior to scoring an 11th-round knockout.^[6]

Webb lost the title to Prince Arron in his second defence of the title at Gillingham in Kent. The fight was stopped in the 12th round with Webb considered by the referee to be in no position to continue following a series of knockdowns during the fight.^[7]