He was educated at Osgoode Hall Law School where he was a gold medallist and also won the first VanKoughnet scholarship in 1911.
[2] In 1915, Singer was elected the first president of the Jewish Political Association, an organization which attempted to encourage Jews to become involved in mainstream political parties as well as promote issues relating to immigration and civil rights.
[3] He was first elected to Toronto City Council in 1920 representing Ward 4 which included the predominantly Jewish neighbourhood of Kensington Market.
He ran in the 1925 federal election as a Liberal but was defeated in the riding of Toronto West Centre and returned to his legal practice.
He remained active in the Liberal Party and ran for the party's nomination in Toronto West Centre prior to the 1930 federal election but withdrew in favour of Alderman Sam Factor[6] who went on to be elected to parliament.