Might depend on which Jeep you're interested in - Wrangler, Cherokee, Grand Cherokee, Compass, etc....
I've got personal experience with the Grand Cherokee, and can definitively say that some, but not all, automatics are flat towable. It depends entirely on the transmission. I suspect this to be true with other Jeep models, but I'm not certain. If you let us know what model you're interested in, we can give more advice.
No vehicle comes from the factory with the necessary baseplate installed, or wired for the rear signal lights. The baseplates vary by manufacturer - Blue Ox, Roadmaster, etc...I'm partial to Blue Ox, but there are others available.