From the record, eventually he pays, but I do not understand all these delays. It is not looking good now on LL.
Building up a reputation of being late is quite ill-advised.
If business agreements are not fulfilled and are regularly ignored, why would you bother dealing with such an individual? Your expectations are dissolved: there is no point of making any further contractual obligations (including but not exclusively apropos to time) because everything is determined by a single party. May as well be tied up and bent over in an inviting position.