Solved it... mostly.
The trick was to have about four hands
One to stick a screwdriver behind the trim and pry the brackets towards the trim (so they don't bend towards the body while pressing on the clips)
One to push the dome light wire harness up a little so it didn't get pinched between the headliner and the body by the trim
One to push the weight of the headliner up
And one to push the trim.
Ugh I need some non-US trim and headliner.
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