Career
Dill first ran in the 1888 North-West Territories general election but was defeated by Benjamin Parkyn Richardson, with a 6 vote margin. In the 1891 North-West Territories general election Dill would face Benjamin again this time earning a substantial majority. He would serve two terms in total before retiring prior to the 1898 North-West Territories general election.
During his time in office, Dill was a vocal supporter for teaching youth in the territories English only.