Good questions - we don't have a mixologist, but we probably should - a saw got cooked last year, the guy who repaired it claimed it was run w/o 2-cycle oil.
I took a small engine repair class a few winters ago, and one of the students brought in a Wacker cutoff saw that was running really poorly. I don;t know if this is the case with Stihl, but for this Wacker, many of the internal parts were plastic and had been sonic welded (I believe) together. This meant that you could get the cylinder out, but you destroyed the body of the saw in the process. The saw was quickly designated as a paperweight.
I would think you could bore it out 20-30 thousandths or so, and throw new rings in and it might do the trick. I would try to fix it, just for the sake of trying to fix it.
As for having two saws...You kiddin'? My ops are the same size as yours, probably smaller. We've got 4 cutoff saws, 2 tub saws. It's nice to have backups when you need them.