D.D.
This doesn't exactly answer your question - but I never changed the nipple size. And especially if your little one is having trouble with bubbles, gas, and has spit up after using a faster flow, I would recommend sticking with the slow flow and just taking your time.
Also, I know you said you think it's better to not make him work as hard. But a developmental speech therapist once told me that it's better to make them work a little harder at sucking as infants, because it helps them build up the muscles that they need for talking later.