Montgomery served on the
Winston-Salem City Council from 2009 through 2018. Montgomery was appointed to complete the unexpired term of Rep. Ed Hanes for the 72nd district in the
North Carolina House of Representatives in August 2018. He went on to win the election for a full two-year term on 6 November 2018 as the nominee of the
Democratic Party. He secured seventy-nine percent of the vote while his closest rival,
Republican Reginald Reid, secured twenty-one percent. In 2020, Montgomery ran for the U.S. House of Representatives in the 6th congressional district, but lost the Democratic primary to
Kathy Manning. ==Electoral history==