Wow. I would send him another email with JUST insurance info on it - all your name addr and ins nos, birthdate, soc sec no, and dates of all your sessions, maybe one email per month. Just a nice summary that he could print out and or forward to his billing person. No offense but I was having a hard time even understanding what your post was about. If it's business, write a business only email. Make it as easy for them as possible. I send my t a new email at the beginning of each year with all my insurance info. Even if my addr and phone number hasnt changed, I send that too, so they have a fresh copy. These guys are not rocket surgeons!

Eta: also my t can be notoriously slow at submitting bills, so that's not unusual.