I am starting to think my biggest problem is that I am not using "Ruger" Mags. The Pro Mags I own don't match up well to the loader. The first groove in the mag is too far forward to match up to the loader making it tippy. The cammenga may be just the thing.
The only Ruger Mag I own is the 5 rounder the rifle came with. I know lots of people will only use Ruger Mags, but in my experience the aftermarket ones work pretty well at half the price. YMMV (your milage may vary).