The hire sends one of Boehner's most trusted aides to one of Washington's top-earning lobby firms, giving it an in with the House Republican majority few other lobbyists can claim, The Hill said.
Jackson's first day as a strategic adviser at the firm is Friday.
Jackson managed Boehner's first House campaign in 1990 and served as Boehner's chief of staff for 10 years. He also worked as a senior aide to former President George W. Bush.
From January 2010 until June, Jackson was Boehner's chief of staff after the Ohio Republican's top aide, Paula Nowakowski, died.