In October 1812 he was convicted of smuggling and receiving stolen goods and was sentenced to transportation for fourteen years to New South Wales arriving on the Earl Spencer in October 1813. He received a conditional pardon in 1818. In Sydney he was a prolific businessessmen.
He also obtained an Auctioneer"s licence and opened a distillery and brewery.
Other ventures included milling flour and bread, cedar cutting, production of gunpowder, and weaving of cloth. By 1830 he was one of the most wealthy men in Sydney becoming one of the principal shareholders in the Bank of New South Wales.
He also owned large tracts of land in Paddington, Chippendale, Leichardt and Waterloo, Sydney. He stood for the New South Wales Legislative Council in 1843 but ran last.
He established Willeroo Station on the shore of Lake George, outside of Canberra Australia, and built Juniper Hall in Paddington at the time the largest house in the Colony of New South Wales.
He also commissioned Paddington town hall and founded Sydney Grammar School.