Fujitsu ScanSnap 1500(M)
1Password (or equivalent)
Scan important documents and shred or hide the originals if necessary. Store all passwords in 1Password and give the master unlock key to couple of your friends.
Encrypt, zip and put it on cloud storage. Setup a calendar repeating event (or a chron script) that checks if you're alive every 6 months. Point that to a file called IF_DEAD_PLEASE_READ_ME.TXT for instructions.
You could do this in 1 afternoon.