During the late 1980s his style (figurative, allegoric, lyric, moody) crystallized with the Bundeena paintings, the Queen series and the D. H. Lawrence series.
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The 21st century saw him branch out into a complex set of paintings celebrating the Ern Malley series of hoax poems.
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He also painted a portrait of Brett Whiteley's ex-wife Wendy Whiteley for the Archibald Prize, but that entry did not win.
Notable works include the drawings 'Born of the Spirit', 'Hurt' and 'The Man of Prayer' that were acquired in 2001 by Garry Shead and the Trustees of the public Kedumba Collection of Australian Drawings.
Proud was also the subject of a 15-minute experimental documentary, De Da De Dum, directed by Sydney filmmaker Garry Shead, a member of the Ubu Films collective.
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