Sorry to be late to this party; just joined the forum.

I'd like to point out a book that specifically addresses digital legacy-- Take Control Books publishes "Take Control of Your Digital Legacy."

(My connection is only that of a purchaser of quite a few books from Take Control.)

Take Control of Your Digital Legacy is almost 200 pages (in any e-format) specifically addressing the question of how your loved ones/heirs will deal with your electronic ephemera.

The link above will give you a table of contents and generous preview of the book.

I've bought several copies for my less tech-savvy family members; they've found it useful. I've found it useful to not have to repeat myself and do all the training that's in the book!

And yes, even though I think of myself as very capable tech-wise, I picked up some good tips also.

Hope this is helpful!