Actor Orlando Bloom's former management company is suing the Troy star for allegedly failing to pay $660,000 (£383,000) in commissions.
Orlando Bloom starred in the Lord of the Rings trilogy
The Firm claims the actor failed to honour a deal to pay 10% of his income for work it negotiated on his behalf.
Mr Bloom terminated the relationship in July but did not pay money he owed, The Firm alleges in an action lodged with a Los Angeles Court.
The actor's publicist declined to comment on the case.
The Firm claims it entered into an verbal agreement with the Pirates of the Caribbean actor in June 2002.
Aleen Keshishian, a former employee of The Firm who had personally looked after Mr Bloom, left the company around the time of the actor's departure, the action said.
According to the complaint, Ms Keshishian now manages the actor at Brillstein-Grey Entertainment.
The Firm is suing Ms Keshishian and BGE in a related action for wrongfully collecting at least $200,000 (£116,000) in commissions for the upcoming second and third Pirates of the Caribbean films.
The Firm claims it is entitled to the commissions because the films were negotiated on Mr Bloom's behalf while Keshishian was at The Firm.
Ms Keshishian was unavailable for comment on the case.
Mr Bloom's movie Kingdom of Heaven, which depicted the 12th Century battle between Christians and Muslims, topped the US box office in May.
He also starred alongside Kirsten Dunst in the recent romantic drama Elizabethtown.