Toronto
When he resigned in 1835, he returned to York, Upper Canada, which had been renamed Toronto the previous year, to manage his inheritance. He made his home at Elmsley House, which had belonged (though he never lived there) to his father-in-law, and was afterwards lived in by James Bruce, 8th Earl of Elgin. He became a director of the Bank of Upper Canada. In 1836, he was appointed Surveyor-General for Upper Canada by the new Lieutenant-Governor, Sir Francis Bond Head. The appointment was disputed because the candidate favoured by the Family Compact had been ignored and others did not consider Macaulay a genuine resident of the province. Head advised Macaulay to submit his resignation to the Colonial Secretary, expecting it to be refused, but it was accepted and John Macaulay, no relation, was appointed to the post instead. In 1839, he was elected to the Legislative Council of Upper Canada. Two years later, he was elected to the Toronto city council but, again frustrated by the Family Compact, he resigned after Henry Sherwood was elected mayor instead of him.
Read more about this topic: John Simcoe Macaulay