[2] In 2014, Milsom was convicted and sentenced to a maximum six-and-a-half years imprisonment for the April 2012 armed robbery, while under the influence of drugs and alcohol, of a 7-Eleven in Glebe, an inner neighbourhood of Sydney.
[4] His painting Judo house pt 6 (the white bird), a portrait of barrister Charles Waterstreet, won the 2015 Archibald Prize.
[5] In 2014 Milsom won the Doug Moran National Portrait Prize for his painting.
Uncle Paddy and in 2012 he won the Sulman Prize for his painting Judo House pt 4 (Golden mud).
Gallery owner and art dealer Kerry Crowley described Milsom's work as "influenced by the nineteenth-century Japanese master Hokusai, Edward Hopper, white-on-white abstractionist Robert Ryman, Gerhard Richter, and Pop figurative painter Alex Katz.