How Do I Setup Macro Group So that application quits trigger in the group's macros will function properly?

Try to reselect the app in the popup menu:

Screen Shot 2020-02-27 at 17.58.59-pty-fs8

Sometimes there can be issues when an app is updated or when there is more than one version of the same app.

If this doesn’t help, try with a different matching method (at the bottom of the popup window).

See also this: Update all application Triggers, activate / Select Menu macro’s