I've had a multi-year goal of getting all the equipment at the Grant St. Garage on wheels. It just makes it so much easier to rearrange and clean up. I've made good progress, probably averaging one piece of equipment per year, but I've always dragged my feet about doing it for my drill press. The reason is that it's so top-heavy. It would be very easy to make a dangerous situation while trying to move it.
Recently, I noticed a plan from ShopNotes magazine that solves the problem in a way that's obvious in retrospect: add a lot of weight at the bottom to counteract the heavy drill press head at the top. Here's a photo from their plan (from Issue 38, apparently now available only on DVD):
