So it's simply a choice between great looking now at the expense of possibly not so great if/when you ever knock out the cup. Or providing for the cup to be knocked out without risk of chipping the head tube.

Maybe, just maybe you can eat your cake and have it too. Push out the cups. Mask half the height of the press-in section and, of course, the inside. Press them back in up to the mask line, and have the frame powder coated. Then push them out, strip the mask, and put them back.

I suggest you discuss any possible implications with the powder coater, but it seems like this will give you exactly what you want.