I tried just updating him but seems either the moderator is holding it up. I am a Super Admin and Moderator on the site so not sure how to upgrade and fix this.
I tried creating a new group called Site Admin and setting permissions for that but I couldnt add him to it ether.
I remember a bug I had with 1.2.5 and it would lock people out like this and was never resolved I now run 1.4 and thought that was fixed. I do not do user upgrades often so might just be me not doing it right.