I love the idea, I really do. But... there's always a but... I see a flaw. A massive, gaping maw of a flaw.
IF the skip blends so well into the surroundings as to be invisible from an aesthetics point of view, you'll need a 40 foot high sign, either in hi-viz or neon, to point out to the clueless nerks who usually drop litter that there's a skip available to put it in. This will inevitably lead to the objection that "this is an area of natural beauty and 40 foot signs blah blah blah".
Naturally, this makes the business plan absolutely perfect (sans 40 foot neon signs of course) for public purse adoption. You just need to make them required by legislation and very expensive. Launch them around February/March and watch the orders roll in as, immediately, local government will jump on them at the end of the budget season for two reasons. One, to be seen to be doing something about the "problem" and two, to use up any remaining surplus in this year's budget to ensure the little Empire builders at the Council don't have a budget reduction for next year.
Hehehe...
references, not just for job applications!