Need to test device connection multiple times and then it still does not show as connected

In version 12, the debugging works for my remote linux device. But, the later versions >= 13 it seems I can't debug anymore using gdbserver because the device stays "disconnected" even when the "test" button succeeds. Another thing is that it always fails 2 times, and the 3rd time it connects. But then it still says that the device is not connectable, even though the test finished ok. Also, why is the test only succesful when I have all these utilities like base64 and whatnot? Most of which are not even used for debugging or uploading files using sftp. If it's connectable, then it should show a green button, regardless of the utilities that are on it in my opinion. By the way, I had to place a fake base64 on there to make the test button not complain because I don't have that one on my remote linux device. In any case, remote debugging is now broken for me unfortunately.