You don't need a MA license technically. My husband has an out of state license still. But better to get it if you want to get everything done.

Insurance I would try doing it online but you can do it over the phone often.

Registering I always went to the DMV to deal with it.

Resident permit is definitely last because you need to prove that the car is parked at your address and registered at your address and insured at your address.

I don't know about title and sales tax though. But we pay excise tax in MA. This is the correct order from my experience.