Or both, as the barrel jack is much more robust than the USB-C connector.

I doubt it is even possible to be done in learning e.g. Python.

I know, I’ve once messed around to install a newer QT framework which was required by some package I’ve downloaded directly. Did you install them from the repos or manually copied the files into place? At first I thought the issues were due to compiling source code, not installing conflicting libraries.

Since I bricked my Debian setup in an unfortunate accident involving compiling from source

How on earth?

The title states:

Attempting to use Home Assistant OS

So OP uses the preconfigured “ready to go” solution with the supervisor doing the setup and upgrades. Which somehow is not succesfull in doing so.