Usually such issues often turn up with remote debug, were debugger and debug server run on different machines.
To be honest, I am not much into MCUxpresso debugger details, but just assume it is similar to GDB. Most Eclipse toolchains run a separate GDB server process on the same machine, comunicating via Unix domain sockets (dunno how you call that on Windows...).
Perhaps you can locate the config/init script for the debug server, and modify it for more verbose output. That might give you a clue.