He has served as the village president of Rosemont since being appointed in 2007 to succeed his father Donald Stephens (who had died in office), and has since been elected to three full four-year terms.Stephens has also served as a member of the Illinois State Toll Highway Authority board of directors, the Leyden Township supervisor (an elected position), a member of the Pace board of directors, and a Rosemont village trustee (an elected position).[18][19] Stephens sought to lure the Chicago Cubs Major League Baseball team to build a new stadium for the team in the village, offering to, free-of-charge, give them 25 acres of land in the village to the west of the Interstate 294 and south of Balmoral Avenue.[20] This came amid negotiations between the city of Chicago and the Cubs over proposed renovations to the team's existing stadium, Wrigley Field.[22] Stephens was appointed as a member of the Illinois State Toll Highway Authority's board of directors in June 2018.Stephens was appointed to serve as the member of the Illinois House of Representatives from the 20th district on June 29, 2019, filling the seat previously held by Michael P.[31] Democrats attacked Stephens for accepting political contributions to his reelection campaign from red light camera contractors.