Debugging a fenix 7 sideload

Hey guys, 

I'm trying to get a txt file to fillout from a sideloaded app using System.print

In the console the system.print is correctly working while the app is running, but when I connect the watch, the .txt files are blank ?

The name of the text file matches the name of  the .prg when I first sideload it..... then the .prg dissappears the next time I plug the watch in.

Any ideas?