Just thinking a Debian version would make this available to Chromebook users.

Try './dreambox' instead? (dot forward slash)
At least on Linux Mint, just typing 'dreambox' has the same effect, but './dreambox' works

That takes me through the whole rigmarole of installing the .NET runtime, despite me having already done so. I don't want to have to go through the whole process and all that complicated terminal stuff rarely does anything useful on my device. With all due respect, I am the user, you are the developer, it's your job to make it accessible.

You asked for a Debian version, there is a Linux version which should work on Debian. I'm sorry you have to go through extra steps to get a working runtime environment, but that's kind of how the cookie crumbles when you're using Linux.

At the moment that's probably the best I can do for you. Getting a version that doesn't depend on the .NET runtime would probably involve rewriting the whole thing in a language that isn't C#, and considering I have made a grand total of $6 ever on Dreambox that's probably not super feasible for me. I also don't have access to Chromebook hardware, and do not plan on obtaining one, so a native app is also probably off the table.