I haven't tried raising a ticket with the software supplier yet as I don't have his credentials to receive full support from them. We had him login his account so we did it that way and didn't get any errors, things are working fine just when he tries out the Adobe Sign feature it pops up the pay for the license page. Thinking of running adobe limited access repair tool which repairs the host keys. If not that there might be a registry solution, or something else.
Adobe Acrobat Pro DC 2019.010.20099