These are amazingly messy/difficult to deal with.

NO, they are amazingly simple!

YOU DON'T HAVE TO update them all! You "update" only the one or two
you're going to need on tomorrow's flight. Ignore the rest.

The odds are, you won't even have to update them, because there won't
have been any changes.

Every "update" you receive includes all the previous updates since
last May, so you won't miss anything by not updating the ones you
don't need.

I buy government enroute charts and approach plates every May, and
subscribe to Air Chart updates. On the majority of flights I make
during the following year, I do not need to make any changes at all.

Compared the time wasted changing Jepp pages yoyu'll never need to
use, this is the simplest imagineable system. Not to mention
money-saving.

vince norris