Run two exe files

I need to run 2 executables on the same wineprefix, in exact order.
First one is a console program, and I’d like to see it’s output. (it works fine with CLI option enabled).
Second one is actual game, it should be run with virtual desktop option enabled, otherwise I will be unable to minimize game properly.

I don’t understand how to run both. Please give me some advice.

In lutris when you select a game launcher in the bar at the bottom there are 2 buttons: Play and a Wine glass :wine_glass: icon. Press the icon and select Run exe in prefix.