[finisher65]

If the crown is installed correctly & then you have high spots where the gap increases It is quite feasible to build up the drywall with ez sand & mud to meet the crown. It is also not difficult to caulk against stained mouldings & leave a clean result. I've done plenty of both & there's nothing real special about me.

 

[finisher65]

How far out from that light can would you build up the ez sand to have a smooth transition to the field expanse of the ceiling at large? What caulk would you suggest for a 3/4 gap?

While it doesn't necessarily require someone special to do a good clean caulk job, too many times i've seen the low man on the totem pole helper tasked with caulking because there is nothing else for him to do while the more experienced and specialized guys are busy. A caulk gun in the wrong hands can be a real mess, especially when trying to caulk a sizable gap, against stained wood. 3/4 gap, fugetaboutit.

I never mentioned caulking a 3/4" inch gap. I still think there is plenty of room to even it out with mud despite the light being close in that 1 area.

 

[finisher65]

Shouldn't you ask how far it is to the wall on the right first. That would be one lump of filler if you have 6 ft over there.

The OP says the gap is about 3' long as much as 3/4 " in 1 spot. That's what I responded to. Contractors remodeling high end houses would ask me to fix things like this, including removing the trim on the can light to float it as far as necessary, while I was already on site drywalling & or doing plaster repairs.
It does take skill & yes, so does caulking. Like you, I've seen a lot of caulk damage done with good intentions.