I agree that all those NWs sound like either discomfort or he could need a routine tweak (more A time).
When my DD2 was waking that much it was usually either teeth or she needed more A time during the day. What's his nap routine like during the day?
Also, if you suspect teething, have you tried giving any meds at 10pm to see if that helps reduce/eliminate the subsequent NWs?
Like PP said though, it's normal/common to still have one or two BFs/night at this age. So IIWM I'd keep resettling the 1st NW at 10pm w/o feeding but perhaps then feed at the next NW.
Does he nod off independently (not whilst BFing) at BT? Or does/could he have a BF-sleep association?