Ian, a good point, my milling chuck extends into the slot by 3/8″, so a taper wedge works, but it’s worth checking first, cos if it doesn’t, friend Julian will end up with a stuck drift as well!.
I should also have advised that the quill, and the head on the round column should both be firmly locked before the hammer blow.
As regards the thread in the chuck, (Chris’s point), my chuck has a counterbore at the top end, and therefore a nice smooth land on which the wedge can slide, but again, worth checking.
My wedges (commercial) are also hardened ( and presumably let down a bit, or they would break), so I’m not surprised that MS just burred up.
I would re-iterate that the wedge should not be “beaten to death”; it’s a good sharp blow that does the trick, just like cracking track rod ends on the car. You can, of course, if you have one big enough, use a fork ended compression tool around the quill, with suitable protection for the quill, to initially push the wedge in tight between the chuck end and the top of the slot, when a good smack with the hammer on the bolt head has always worked on track rod ends for me, and will be just as effective on the mill, but there is now another unit to fall onto the table!!. You will get there!