Dynamic stamp help, please! This is driving me nuts!

The way dynamic stamps are handled in Acrobat 9 Standard is utterly byzantine. I have been through all the dynamic stamp tutorials, etc. hosted here, and while each one fills in a tiny piece of the puzzle, none of them is giving me the whole correct picture.
 
Here's ideally what I'd like to have (and, from research, I'm realizing this is not possible, but even the workaround isn't working):
 
I need a stamp form with some simple information and graphics, to be applied to a target PDF document, after review. The form would have the date, the reviewer's name or initials, and 1 of 4 mutually exclusive check boxes ticked. Ideally, this would be a single stamp file, which would prompt for the appropriate check box when it is applied to the target document.
 
I've finally understood that there is no real way to do that because the stamps get flattened as soon as they are selected, so even if I was smart enough to script prompts for initials and date, the user cannot adjust the check boxes before it is applied.
 
My first workaround was to keep the form as a separate file, which would be edited before each use, then re-imported as a static stamp and applied to the target document. This is slow and clunky because it needs to be changed and re-imported each and every time it is used.
 
My next workaround was to create a dynamic stamp from an import of that static stamp, which picked up the date and the username from the system. This works OK, even though the username field bugs out and does not display correctly when the stamp file itself is open because of security issues - when inserted into a target document, it does in fact display the username properly.
 
That still leaves the problem of the checkboxes, though. As another workaround, I figured I would create 4 versions of the stamp, each with one of the 4 checkboxes ticked, so the users could just insert the appropriate stamp. Still not elegant, but much less difficult that editing and re-importing for every use.
 
I opened my original dynamic stamp from its home location in the installation folder, ticked the first checkbox, and saved it as "Stamp_1" in the same location. I repeated this process with 2-4, Saving As each time until I had 4 stamps. Great - they show up in my custom stamps folder, in order, and they pick up name and date, perfect.
 
NOT. Guess what? For reasons known only to Acrobat, each time I checked a different box in any of the stamp files, it updated the check box in ALL of them, even though they are 4 separate files. So I end up with 4 separate but identical versions and I can't make them un-link in any apparent way.
 
I tried re-importing each file individually, but then they come in as static, flattened stamps and do not display the username properly because the script is getting denied access to that info by the security system (which I set down to the lowest level, hoping that would work - nope).
 
Do I seriously have to go through the process of creating new dynamic stamps 4 different times just to make this work? And once I do that, am I going to have to repeat this whole byzantine process for each different user installation, or can I get it right once and then copy the files to the correct location on each machine?
 
Thanks for hanging in through all this and thanks for any input into either the original problem or into the workaround solution. And again, YES, I have read the dynamic stamp tutorials, but they don't really give enough to go on in this specific instance.
 
Oh, and also, the Java debugger pops up due to the security error when the master dynamic stamp file is open, but I cannot find any other way to invoke it when I want to (certainly none of the tutorial methods seem to work). Thanks for any insight into that, too.