I’d consider this solved.
Run the commands sunil suggested
Import the GPG keys it says it needs when you try to update it.
Run “sudo apt upgrade” manually once the computer realizes there is in a new Freedombox version.
My previous post was made when the installation was about 3 hours old, but based on sunil’s post the commands should have forced a full system upgrade.
I imported the GPG keys for the Debian repos that were added as part of what I did on Thursday.
I left the pi running over the weekend, and it still shows 19.1 after a manual reboot. The about page shows that there is an update available, but the web/GUI tool does not update anything when a manual update is requested. The update logs didn’t show any skipped updates after this.
I ran “apt list --upgradable” in terminal, where I saw that the current version (20.16) is available. This is great, and the system upgraded to the current version after manually running “sudo apt upgrade” in terminal*. But shouldn’t the box upgrade its self? That’s how this system was sold (for free, I appreciate what were getting here.)
In the grand scheme of things this is a minor inconvenience if you know to look for it, and it will probably fall into “fringe cases” but hopefully the experience helps someone else trying to install Freedombox on a Raspberry Pi4
*I think there was an issue with one of the repos which slowed down the updates SIGNIFICANTLY. I ran sudo apt upgrade -y several dozen times, downloading maybe 1-2 packages at a time until it spit out a rejection message. Considering this, I would appreciate it if anyone could comment on my various sources.list files and if they should be updated.