This would have to get through Job's ideological filter. He has Gore on his board of directors, and must realize what an idiot the guy is. I have hope for Jobs yet - read his Stanford commencement speech to see the wisdom that comes with age. He'll eventually roll around to the "right" view of the world, it's already showing up in the way he approaches business.
$1,000 Republican
$228,000 Democrat
Jobs will do whatever pushes more Macs. The problem is how many lefties in the general computer-buying population he'll alienate by having Rush do a commercial. It's not just a Mac thing, it can apply to any product.
But at the very least I think it would be a good idea for Rush to do Mac commercials on his show (like how Hannity shills for mattresses). It'll be good for both of them -- Rush gets ad revenue and Rush listeners buy more Macs, and maybe stop that stupid line you hear on FR about Mac==liberal.