James Daniel May was born in Bristol, one of four children; he has two sisters and a brother. May attended Caerleon Endowed Junior School in Newport. He spent his teenage years in South Yorkshire where he attended Oakwood Comprehensive School in Rotherham and was a choirboy at Whiston Parish Church. He was also at school with Life on Mars and Ashes to Ashes actor Dean Andrews.

Beginning in October 2009, May presented a 6-part TV series showing favourite toys of the past era and whether they can be applied in the modern day. The toys featured were Airfix, Plasticine, Meccano, Scalextric, Lego and Hornby. In each show, May attempts to take each toy to its limits, also fulfilling several of his boyhood dreams in the process. In August 2009, May built a full-sized house out of Lego at Denbies Wine Estate in Surrey. Plans for Legoland to move it to their theme park fell through in September 2009 because costs to deconstruct, move and then rebuild were too high and despite a final Facebook appeal for someone to take it, it was demolished on 22 September, with the plastic bricks planned to be donated to charity.  Also for the series, he recreated the banked track at Brooklands using Scalextric track, and an attempt at the world's longest working model railway along the Tarka Trail between Barnstaple and Bideford in North Devon, although the attempt was foiled due to parts of the track being stolen and vandals placing coins on the track, causing a short circuit.  In December 2012 aired a special Christmas Episode called Flight Club, where James and his team built a huge toy glider that flew 22 miles (35 km) from Devon to the island of Lundy.  In 2013, May created a life size, fully functional motorcycle and sidecar made entirely out of the construction toy Meccano. Joined by Oz Clark, he then completed a full lap of the Isle of Man TT Course, a full  37 3/4 mile long circuit.

what was his greatest accomplishment?
In 2013, May created a life size, fully functional motorcycle and sidecar made entirely out of the construction toy Meccano.