I’m a little confused. Are you seeking $1,500 from a car purchase gone wrong over 16 years ago?? You say “8/14/97”. If that’s the case, you’re going to have problems with statute of limitations. Based on these facts, I don’t see a way you’re not barred. However, assuming I’m reading that wrong and we don’t have a statute of limitations problem – from what I understand, you sent the letter. The letter was delivered. And the individual to whom the letter was intended responded to you that you would get paid by August 1st… if all that is correct, I can only assume that you haven’t received payment. Well, unfortunately, demand letters get ignored sometimes. You can give as many extensions as you want. You can send them a dozen letters if you want. However, if you’re asking can you just go to court now? …based on your facts, sure. You may find it helpful to sit down and discuss the matter with an attorney. Perhaps the opposing party would respond to an attorney’s demand letter. Since you’re only seeking $1,500, you may or may not need/want an attorney to litigate for you since this would be in small claims, but you would probably benefit from a consultation so you know your legal options and likely expectations.