Hi J K,
Thank you for reaching us out.
As of the listed details I suspect that the application you are automating is a ClickOnce application - please correct me if I am wrong. If this is so you should be aware that once the application updates the path to its exe file will be different and this is what you have to update in the test as well.
If the above suggestion is not correct I would like to kindly ask you to record a short video of how you start your application. This will bring further understanding what the issue could be.
Thanks in advance for your time and cooperation!