His 2000 campaign for the state's 3rd Congressional District seat was his first. He won the Republican primary that year with 71 percent of the vote, defeating two opponents, including a former state GOP chairman. He was elected after defeating a little-known Democrat in the predominantly Republican district with 82 percent of the vote.
Osborne did it all by raising less than $500,000 and refusing to accept political contributions from PACs and following his self-imposed limit of taking no more than $300 from each individual donor.
He was re-elected in 2002 with 93 percent of the vote, facing no challengers.