It was also at this time that one of the Bentley Boys, Sir Henry 'Tim' Birkin, aided by a former Bentley mechanic, decided to produce a series of five supercharged models for the competition at the 24 Hours de Le Mans. It was within this context that, in 1927, Bentley developed the Bentley 4½ Litre. Both drivers and mechanics, these men, later nicknamed the ' Bentley Boys', drove Bentley automobiles to victory in several races between 19, including four consecutive wins at the 24 Hours of Le Mans, and forged the brand's reputation. In 1924 Canadian John Duff won the competition in his personal car, a Bentley 3 Litre.A win which would bring much attention to Bentley's vehicles.Īfter two years without success, Bentley convened a group of wealthy British men to renew Bentley's success. The inaugural race was held May 26–27, 1923. The 24 Hours of Le Mans endurance race is a 24 hour race around the Circuit de la Sarthe.