Dude, that shit looks fantastic. Is that poplar or oak? Hard to tell from the picture.
You sure you want to paint it? Stain that and keep the wood look there.
While those are sweet, they don't have as easy mobility as the ones you strap on or carry. And if you're working around stumps and roots I have to think the wheels would actually be a liability.
Bush hog behind a tractor is the way to go.