I will say my JLUR at stock height was a handful in crosswinds. The aerodynamics of any Wrangler are atrocious, and the the JL is supposedly the best of any as they sloped the windshield a bit more along with the front clip. Regardless, it's a rectangular box traveling down the road.
That said, I appreciate the "crude" design over modern stuff with extremely sloped windshields that makes me feel like the A-pillar is in my forehead (KL Cherokees are one example for me). But you'll never have an unbroken windshield in a Wrangler-- you never appreciate how much a near vertical windshield catches rocks until you own one.
Much like my friend currently shopping, you REALLY need to go drive some. A 2-door TJ is a VERY different vehicle from something like a JKU (4-door).
And if you even
think you want a YJ, you
really, really need to drive that. I think they're way more crude and less refined than the TJ. The YJ is basically the K-car of Wranglers