I don't know of a way to do this within AC... but, I'm wondering if there is a way to do it from within the specific tablet preferences or capabilities? Is there a utility, for example, that would let you turn on a "tap equals X" function, whereby you could do the usual AC macro, and rather than a checkbox just have a space where you could put an "X"? Or, can you use the handwriting/stylus function to do a checkmark? The answer to this would come from either the makers or cognoscenti of your particular tablet.