His parents were wealthy and he went on an extended tour of Europe with them in 1882 and 1883 visiting Britain, Germany, Austria and Hungary.
He became a fellow of the Australasian Corporation of Public Accountants and was a long-serving director of Peapes, a menswear store on George Street, Sydney, of which he became the majority shareholder.
[1] In 1913, Miles unsuccessfully sued the Sydney Meat-Preserving Company, of which he was a major shareholder, for its failure to pay dividends.
In private correspondence he repeatedly expressed hopes for a German victory, apparently on the grounds that this would encourage Australia's independence from Britain.
[7] In 1936, Miles established The Publicist, a "a pro-monarchical, pro-fascist, pro-Aboriginal, anti-British, anti-communist and anti-Semitic monthly" with himself as editor.
He shared Stephensen's nationalist views and published his work The Foundations of Culture in Australia in 1936, which became influential among the Jindyworobak Movement.