Regarding backups:
I have some backups on external usb drives of my wallet. So I have to replace those over and over again?
You would be best advised to never overwrite an existing backup but instead make new backups regularly (just in case something goes wrong with your latest backup there should always be at least one previous one that might help recover funds).
To make it easier to remember what is what you could include the date in the name of the backup.