You could create a Compound run type and add all your applications in it. That way you can just run that config and all your apps will start.
If you hit the Edit configurations… button in the submenu appearing when clicking on your currently selected run configuration in the top right of PyCharm, you are able to edit the fields (and therefore also the working directory) of Python run configurations by selecting Python from the Templates (also called Defaults in versions pre-2018) and … Read more
EDIT: According to this answer since Eclipse Oxygen (4.7.0) you can use a run configuration of the type Launch Group for that. Just install “C/C++ Development Tools” from the CDT (see eclipse.org/cdt/downloads.php ) – this single package is enough, no other CDT packages are needed. This won’t disturb your Java environment 😉 Then you have … Read more