Before taking office, Webber served two tours of duty in Iraq with the United States Marine Corps.

[7][8] His first tour, which began in 2004 and lasted 7 months, found him stationed outside Abu Ghraib prison.

[12] During the primary campaign, the Columbia Daily Tribune reported that Webber had received a number of "high-powered endorsements" from "education groups, labor unions and a bevy of Columbia political figures"[13] including former Missouri governor Roger B. Wilson[12] and local Democratic booster Bruce Wilson.

Webber ran unopposed in the November 4th, 2008 general election,[14][15] winning 100% of the vote[16] and making him the youngest representative in the state.

Webber was unopposed in the August 2016 Democratic primary election, and in November he faced Republican state Representative Caleb Rowden.

In February of 2024, Webber filed to run for District 19 again, which is currently made up of only Boone County, and is unopposed again in the Democratic primary.