In my line of business, I do not have an account that maintains a balance as large as what you are speaking of. I will share some experience none the less.
It seems as the customer is abusing and ignoring the past due balance and the privlige of an open account. What if this guy bounces a check for a COD purchase? What if he files bankruptcy? Still think you can afford to do business with him? IMO, you are really exposing yourself to a financial risk.
Is there any tax liens or judgments on him? (sales tax, estimated taxes, property taxes both personal and corporate) You may never be towards the front of the line to get paid. My policy.......................30 days past due=discussion. 45 days=COD. 90 days=no business at all. I lock the account. (these terms are typical in my line of work)
As some have said,you do not want to piss the guy off. But, where are you going by being a laid back nice guy? As long as you allow yourself to be a doormat, you will be a doormat.
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