LNWR and LMS
Riddles was born in 1892 in East Preston in Worthing, Sussex. His father was a contractors' manager. He attended St Andrew's High School, Worthing. Riddles entered the Crewe Works of the London and North Western Railway as a premium apprentice in 1909, completing his apprenticeship in 1913. While attending the Mechanics Institute classes he took a course in electrical engineering, feeling there would be a future for electric traction.[2] During the 1914–18 Great War he served with the Royal Engineers mainly in France, during which time he was badly wounded.
He returned to the LNWR at Crewe and, in 1920, became the "bricks and mortar assistant", with responsibility for the new erecting shop. When work on that was stopped, Riddles was placed in charge of a small production progress department and was sent to Horwich to study the methods used by the L&Y. From that, Riddles gained some backing and had significant influence in the re-organisation of Crewe, which took place between 1925 and 1927.[2]
In 1923, the LNWR became part of the London, Midland and Scottish Railway so, on completion of the work at Crewe, Riddles was sent to the ex-Midland Railway works at Derby, by then part of the LMS, to initiate a similar arrangement. In that task, he had the active support of the then Derby works manager, H. G. Ivatt.
During the nine-day General Strike in May 1926, Riddles volunteered as a driver, taking trains from Crewe to Manchester and Carlisle.[2] The experience gained made him almost unique among CMEs, and he maintained that the practical knowledge he gained from driving a locomotive was an invaluable aid to his design work.
In 1933, Riddles moved to Euston to become Locomotive Assistant to the new Chief Mechanical Engineer, Sir William Stanier and, in 1935, became Stanier's Principal Assistant. In 1937, Riddles moved to Glasgow as Mechanical & Electrical Engineer - Scotland, the first to combine both engineering disciplines in a single title. However, Riddles was disappointed that C. E. Fairburn was appointed as Stanier's Deputy.