First, do you have a written agreement that specifies when you get paid, and if you can charge any penalties, such as interest and attorneys' fees, for delay?
Second, consider how much money is at stake. If the outstanding receivable is $1,000, but litigation costs will amount to $2,000, you'll be spending more money to collect what's due to you.
Third, what is the likelihood that, even if successful, the new company will have the money to pay you? If they are teetering on the brink of bankruptcy, you could win the lawsuit and still not be able to collect. A particular factor for your situation is whether or not the new company purchased both the assets and liabilities of the old company, or only the assets. If they did not agree to take over the liabilities then your only recourse would be against the old company.
Sometimes, delinquent customers respond more quickly when they see that there is a third party in the mix -- such as a collection agent or attorney to make the phone calls and send the letters for you. You may want to speak to a collection attorney to find out what the process involves in your state and given the size of your claim. It may be cost effective to hire him or her to write a letter to see if that will get some payment movement in your direction.
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Nina L. Kaufman, Esq. is an award-winning New York City attorney, edutainer and author. Under her Ask The Business Lawyer brand, she reaches thousands of entrepreneurs and small business owners with her legal services, professional speaking, information products, and LexAppeal weekly ezine. She also writes the Making It Legal blog.