Linux Mint 19.1 + Wine Staging 4.4

[loramin]

You need to run it every time. What I do is add the following line to my .bash_profile:

/home/me/bin/p99-login-middlemand &

(I keep the program inside a "bin" folder in my home folder; obviously you'll need to adjust the above path for to point to wherever you're keeping it.)

That way it will start up automatically and you'll never have to even remember that it's there.

As for making it work, if you do it the way I suggested (or run it at the command line instead of in the GUI) it should work (hopefully).