Since you're changing to threadless I'm assuming you don't care if you save the old head set cups. A long punch will catch on the lip of the cup, tap around to get them out. Sometimes this dings the cups (not very often at all) so it is tough to reuse.

The crown race setter is to set the lower headset bearing race on the top of the crown. Often a slide hammer is used. I call it a piece of pipe. (a light coating of grease where the steerer tube necks up helps the race go on).