Well, again, I want to emphasize I respect your heart and efforts, Steve. But you asked for our opinions and this is mine--the boxes are not worth the effort of stocking, or at least not from November through March.
I certainly agree with you that the trail is not the pristine wilderness it was. At the same time, it's certainly still a truly unique biome worth protecting. With the amount of heavy traffic it's now seeing, and the way it's becoming a kind of tourist attraction, I really think the only thing that's going to make a difference from a safety point of view (and from protecting it from more damage) is some agency taking it over and : 1.. restricting access via a permit system 2. A marked and controlled trail. 3. Somebody patrolling.
What we really need is the Skyline equivalent of a "Tahquitz Bob". Anybody else remember him? He was an old hippy who built a hut up in Tahquitz Canyon. When the Indians got around to cleaning the canyon up (it had been trashed by partyers), they hired Tahquitz Bob to be the watchman of the place, which he did, quite well. Eventually they turned him into an actual tribal ranger.
Anyone want to live on Skyline? Seems to me some already do !

Q: How many therapists does it take to screw in a light bulb? A: Only one, but the light bulb has to want to change ...