[3] Makepeace arrived in British Malaya in 1884 and became a schoolmaster with the education department of the Straits Settlements and a court reporter.
In 1887, he was asked to go to Singapore to serve as the reporter of the Legislative Council of the Straits Settlements for no extra pay.
For this reason, he chose to leave government service, after which he was employed at The Singapore Free Press as the paper's assistant editor.
He enlisted in the Singapore Volunteer Corps in 1888, eventually rising to the rank of captain and honorary major.
[3] He was a committee member of the Raffles Library and Museum, a vice-president, honorary secretary and librarian of the Straits Branch of the Royal Asiatic Society, the captain and the president of the Singapore Swimming Club,[3] and a member of the Straits Merchants Service Guild,[4] the Singapore Cycling Club and the Chess Club.