Bloggs,
I take your point and I see your logic but if you are conducting an IFR flight on a nice day to a regular destination that you are ultimately familiar with I would have a little bet with you that your documents don't ever see the light of day. So why carry a heavy brief case that you never open when you can carry an Ipad that you will use because the information is very easy to access and you can be sure that you didn't miss a page on that last amendment that you did on the paper charts.
I am not sure about the issue with OS 5 as I always wait for a while before downloading data upgrades for that very reason. Once the bugs are ironed out I will consider doing so.
Groggy