[3] At age 16, Hale was apprenticed to American painter Rick Berry in Boston, where he lived for three years until migrating to the United Kingdom.

During this period, he illustrated a number of book covers for American novelist Stephen King, including The Dark Tower II: The Drawing of the Three published in 1987 and his gift edition of Insomnia.

[3] Hale's current work focuses on figure as well, in depictions of slightly surreal scenes with strange characters performing various physical feats, usually in a confrontation of some sort.

In 2007, Hale was commissioned by the House of Commons to paint the official portrait of former UK Prime Minister, Tony Blair.

Hale's work is featured in major collections including the Palace of Westminster, National Portrait Gallery, Lord's Cricket Ground, Sony and Warner Bros.[1][3] He was commissioned by Penguin Classics to paint new covers for new editions of six Joseph Conrad books, published in 2007: Heart of Darkness and The Congo Diary, Typhoon and Other Stories, Lord Jim, Under Western Eyes, The Nigger of the 'Narcissus' and Other Stories, Nostromo and The Secret Agent.