During his twelve years long carrier Todd fought some of the all time greatest boxers of his categories like Harry Greb, Tommy Loughran, Maxie Rosenbloom, Jimmy Slattery, Dave Shade.
After a new points victory over Augie Ratner (USA) at Holland Park Rink, Kensington, London on 4 June 1923, Todd then travelled to the United States where, at Madison Square Garden, New York on 10 December 1923, he was defeated by decision by Tommy Loughran, unanimously considered one of the all times greatest light heavyweight champions.
At Coliseum, Toronto, Canada on 11 January 1926, Todd met another all time legend, the great middle weight champion Harry Greb who defeated him by decision.
Then Todd recorded a defeat by the future light heavyweight world champion Jimmy Slattery at Mechanics Building, Boston on 16 January 1926.
Roland Todd's final professional boxing bout was a technical knockout defeat by Ted Sandwina (USA) at Liverpool Stadium, on 28 February 1929.