The plaintiff, Dik Lee, had multiple costs awards totalling $29,000 ordered against him.
He attempted to pay by cheques made out to all defendants, which could not be cashed.
The defendants sought directions from the Case Management Judge regarding the payment of a specific $4,000 costs order.
The plaintiff argued he had complied and that paying to the defendants' law firm in trust or a single defendant would be unlawful.
The court, relying on Rule 59.06(2)(c) of the Rules of Civil Procedure, found the plaintiff's position disingenuous and that he was not complying with the spirit of the orders.
The court directed the plaintiff to pay the $4,000 costs order by issuing a cheque to "Filion Wakely Thorup Angeletti LLP, In Trust" to ensure the order could be carried into operation.
The court declined to award further costs for the submissions on this issue.