Welcome to AutoKey!
I will look into this in more detail later, but here are some initial
thoughts.
If you know a little bash and don't mind using a terminal, the bash
built-in select command (type "help select" without the quotes in a
terminal) will build a menu just like this for you. You can run it
directly from a terminal or set your system to do it automatically. In
KDE, there's a start menu option for commands to run them in a terminal
and, optionally, keep the terminal open when the command completes so you
can see messages or run other commands. Other desktop managers may have
similar facilities. (I can help with this off list, if desired.)
I'm not sure how easy this is to do directly in AutoKey. I'll have to look.
I know yad (my favorite dialog manager) has options for various lists and
radio buttons with predefined (single or multiple) defaults. Zenity - what
AutoKey uses under the hood - may also have such options, but AutoKey
might not expose them in its API.
If you can get an external dialog manager (yad, Zenity, Kdialog) to do
what you want, you can either use it directly or use AutoKey to run it for
you via one of the variations of the subprocess module calling sequences.
HTH
Joe
(I have a couple of partially numb fingers on my right (dominant) hand
that do a lot of "extra" typing for me, so I appreciate shortcuts.)
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