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@C4DS thanks

Some more progress.

There is a way to do this natively on multi-polygons. Select all your faces, do the Inner Extrude to a small amount, then change to Normal Scale, which will let you shrink the center polys to the center point (Normal Scale=0), at which point you can proceed to optimize, which should do them all at once... Although my demo object above has equal sized faces this also works where that isn't the case, as long as you are careful to make sure your initial Inner Extrude doesn't break the smallest faces. CBR

Decided to work on it today, here's the progress : There's at least a couple triangles that I can't get rid of but I'm pretty happy with it. Next step is to model the tiny stars patterns on the front and back.

Yay, I'm now just a regular guy :)