Caleb Andrew Bailey is a former Delegate from Washington, DC supporting Donald Trump's 2016 presidential campaign. Bailey is the son of Collins Bailey, the former vice chair of the Maryland Republican Party.

On May 19, 2016 Caleb Andrew Bailey was indicted by a grand jury in Greenbelt, Maryland on charges of possessing Child Pornography, as well as weapons and explosives offenses. He is accused of producing Child Pornography with a minor, illegal possession of a machine gun and transporting explosives. Child pornography was also found on Bailey’s property. The alleged conduct with the minor occurred between March 2015 and January 2016.

Bailey faces up to 30 years in prison on the child pornography charges as well as 10 years for the weapons charges.

Bailey owns and operates a lumber yard at 5200 Christmas Place in Waldorf, Maryland.

He employs five people.

In 2014, Bailey was found guilty of mistreating his dogs.