Well, it turns out that jailkit is not broken, it was just the particular commands that I needed were not available to the user. I purchased a one time support ticket, and they were able to add them for me and all is working now.
As a reference, the commands I needed were: nano, php, curl, clear
If you need any of these either figure out how to add them using jailkit man pages or pay them $8 and they will do it quickly.
I spent enough time trying to figure it out, $8 was worth it for me.