In 2014, he switched to the Democratic Party and ran for multiple offices simultaneously, taking advantage of Vermont law which allows it.

He continued running for multiple offices at once, aiming to prevent Democrats from crossvoting and to ensure strong Republican candidates were on the ballot.

[1] After graduating, he worked as a food service manager and later for a pharmaceutical laboratory before eventually becoming a business owner, operating a newsstand.

[2] Paige made his first attempt at political office in 2012, running in the Republican primary for the United States Senate election.

He lost to former Massachusetts State Representative John MacGovern, who went on to lose the general election to Bernie Sanders.

That same year, he filed a lawsuit arguing that Barack Obama should be kept off the state's election ballot as a candidate for president because he was not a natural-born citizen.

[1][11] Despite winning the nominations, he withdrew from all but the Secretary of State race on August 24 to allow the Vermont Republican Party to name replacement candidates.

[12][13] In the general election for Secretary of State, he ran against incumbent Jim Condos, losing by a large margin.