If the pin actually matters to you: replace the rubber clutch with a locking back. Rubber backs are why pins go missing, and the upgrade costs almost nothing.
If it is going on a bag rather than a jacket: fewer pins, bigger designs. Small pins vanish against a busy tote and they catch on everything when you set the bag down.
If you want it readable from across a room: buy for contrast, not for detail. Fine linework disappears past a few feet. Bold shapes and strong color carry.
If you are building a gift bag: pins are the best value in the shop. A few dollars each, no sizing to get wrong, and they work for someone whose taste you are not sure about.
On placement: the collar and the chest pocket get read first, the sleeve gets read last. Put the one you want seen where people already look.