The hard drive limitation is not the problem unless you are running Win 95 on an old machine with an old bios. The newer machines and Win 98 and above had an 8gb limit for a single partition, but later os's and bios changed that as well. The limitation may well be in the program itself and it's ability to store. I do believe there is a limit on the database in MSFT ACCESS and a few other programs like MSFT Excel. There are also folder size limitations which may also lead to the problem.

So, in effect, it is the way that Checkmate stores info that may be the problem and can be related to Windows(Microsoft) limitations if you look at it that way.