It's going to be very difficult, or impossible, to get the hull stripped down and then waxed. A yard can strip the bottom for you, but that is generally done to get the old paint off, in advance of a fresh application. Once a bottom has been painted, it's always going to have a coat of paint on it. I don't think I've ever heard of someone removing the paint, and waxing up. Generally the gel coat is roughed up pretty good before the first coat was put on, so a clean waxed bottom is probably not going to happen with this boat. Then again, if the previous owners did a poor job of getting good adhesion between the first coat and the gel coat, there's always a slim chance you could strip it cleanly. I've never heard of that happening. Has anyone else? I'd be interested, because I have a trailered boat that was previously kept in the water, so has a few coats of un-needed paint.
SO what do you do now; you are trailering the boat, so don't need it painted for anti fouling reasons, but the boat will look a hundred times better with a fresh coat of black. I advise purchasing a gallon of 'store brand' ablative paint from one of the big marine retailers. It will cost you about $120. Because you are trailering, you should use an ablative, the modified epoxies need to be kept in the water or they lose their effectiveness. You could actualy use a modified epoxy, since you don't need antitfouling effectiveness, you just want to paint the bottom black. But the problem is that you don't know what is on there now. Ablative can go on top of modified epoxy, or a previous coat of ablative. The opposite, an epoxy over top of an ablative is not advised.
You can do this yourself, or pay a boatyard. It will be cheaper to do it yourself, but sometimes it's a real pain to paint a boat that is sitting on a trailer. If you do it yourself, be sure to wear a quality respirator mask when you are sanding or scraping off the loose spots from the previous coats. There are some nasty chemicals in bottom paint, and you DON'T want them in your lungs. I see guys every year in shorts, no shirt, covered with dust while they sand and scrape. Not me, long pants and shirt when I'm near this stuff.
Take a look at your outdrive(s). The original coat of paint should end a quarter inch or so from the aluminum on the drive. You should do the same with your paint job. If you have any depth sounding transducers, don't paint them.