I ended up figuring it out by a couple of things. I don't know why the UI was saying up to date, but after running some of the commands and I set the default gateway for the "temp" WAN connection, then the commands started working and the UI started saying update available.
There was some kind of connectivity issue resolving the DNS for the repo's and I don't know why hard setting the default gateway made it work, but thats what happened.
I was able to update to the newest version and the pkg commands work again. Thanks for the consult.