Why don’t you set up a repo for some custom Debian packages so that apt-get upgrade is enough? ?Reimaging and starting over has been unnecessary for a long time now on most Linux distros.

Of course the fact that sbitx is open-source is the reason I got one, and it needs to stay open source. ?Having the source there in the home directory for easy inspection and experimental builds is awesome too. ?But now you are changing other things in your pi images, not just the sbitx program, right? ?It’s good that is all open-source too; but on a Debian-based system, you might as well follow Debian practices IMO. I guess you already gave up on having users upgrade everything from source, right? ?(Since it isn’t Gentoo or some other distro that normalizes it)