Pulling a fast one on Amazon is possible, sure, but does this maneuver violate the Amazon terms of service? Speaking of the TOS, it would be worth checking to see what is actually written.
Most of these services allow organizations buy copies. So then your Merry Andrew Reading Club LLC can perhaps transfer rights as needed when you pass on.
Yes, but then you would have to legally establish the "Merry Andrew Reading Club LLC" and use it to purchase the books if you want to remain lawful.