It sounds like an odd question but, I've always worried about encrypting something and then losing the keys to get it back. I use MFA, good password policies, etc. I run regular [local] backups. I feel like the only thing I'm not doing is encrypting my data. (This is the main reason I don't do a lot of remote backups; I want my data to be encrypted before sending it off-site.) The only reason I've not done so is my fear of losing the data one day. Losing MP3s is on thing; I can always rip my old CDs again. However, I have family photos and videos that can never be reproduced.
I know I can install drives and encrypt them. I know I can install the OS and encrypt the whole drive during setup. Encrypting the data isn't the issue... My issue is: How do you deal with keeping the keys to the castle safe? What are the SOPs? What are things you've tried? What doesn't work or is not a good idea? We've enabled BitLocker at work and the keys are stored in AD but, that's how Windows handles it. What do we do in the Ubuntu/Linux world?
In my own testing, I had built a QEMU VM for testing the ability to recover files from an encrypted system via the Live CD but, it failed to allow me to recover my test files. Yes, I had enabled the Universal repo and installed ecryptfs-utils. However, when I went to browse the files, it would not unlock the disk when I dropped in my passphrase - that worked fine to unlock the disk during normal boot. I'm guessing I did something wrong in the Live environment so I'm rebuilding the VM just to be sure.