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If you were paying him in his company's name, then his company would be the one to sue you as that is proof your agreement was with his company. As far as multiple suits, if the facts arose on different dates out of a separate set of facts, in other words you breached the contract not paying him for two separate pay periods, such as May and June, he could file separate suits. However, if he was to be paid monthly and he already sued for May, then he could not come back and sue for two weeks in May again to circumvent the small claims
limit, so you need to file to move to dismiss the second suit and/or to consolidate it with the first (which would put him over the jurisdictional limit and the court would have to limit what he can get to only $5000 total).
You need to file a suit to dismiss the second action based on he is suing already for those dates by suing for the month of May and he only got paid monthly so it was all part of the same alleged breach of contract
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