Get a Boppy Pillow... for nursing.
It is VERY helpful, to position the baby and hold him... during feedings. And easier on your arms.
I LOVED LOVED LOVED the Boppy Pillow for nursing...
But yes, the entire areola, has to be in his mouth...
Try positioning him other ways... you don't have to just do what the LC said...try on your own, finding a good position... having him at the right height to your nipples...
AND... while nursing, put something like a pillow... under his neck to support it... then you won't have to hold his neck there... and get hand fatigue.
Next though, my concern is your milk supply. If you are not producing enough.... that means your baby is NOT getting adequate intake... and babies need to feed on-demand, 24/7, day and night.
Watch out for dehydration... a baby can get dehydrated VERY quickly. I know a woman whose baby got inadequate intake and her baby ended up in the ER.
Is he having enough wet diapers?
If you are not producing enough milk.. you still need to feed him. I would let the Pediatrician know...
But I guess your right breast... IS producing enough???
all the best,
Susan