I have successfully uploaded files to the directory listed in the error message using SCP. There is no problem performing the SCP operation. Note this directory is created with a randomized name each time VisualKernel launches the connection. Also, the SSH server logs do not show any denied access or denial of commands.
I will consider the JTAG option, but I wanted to know that the GUI interface gives me what I need before investing in more hardware to support JTAG.