The support pillars are all designed in positions that only touch solder masked regions of the Pi board. So unless if your Pi board has exposed PCB trace (i.e. broken solder mask), the pillars should not cause any shorting.
One potential issue could be the cable that comes with OSPi. A couple of months ago we had one batch of cables that had connection issues, but ever since that batch I haven’t heard any further issue with the cables.