Do it. It's worth the effort. The Jeep is genuinely nice. Seems like a good build quality, and they let the designers do their job. It's just too big (1/4" longer than an old Ford Excursion) for a mid-size truck... The whole point is that they're smaller and more maneuverable. I already vented my gripes about the convertible premium.
The Chevy's interior seems less substantial than the Gladiator, but it fit me like a glove. I thought when I drove the Tacoma, that it would fit me as well since everyone complains about how you have to be short to fit in it. I'm about average Japanese height, so I figured it'd be great. Nope. The Chevy though... I can't wait to take it on a road trip! My left elbow falls exactly into the curve of the left armrest, and my right hand falls right on the shift handle when it's in drive, as if that's the natural terminus of the arm rest of a mobile La-Z-Boy. I felt like the seats could have used more bolstering, but that's probably because I'm thinking more sports car than truck with the way the DSSV suspension carries itself. In real life, I certainly won't be... well, maybe a little... I do live in a canyon that's pretty famous for the driving road... We'll see.
I spoke with the salesman today, and he said shipping typically takes between 1-3 weeks. So if my truck is built next week, I should be taking delivery in 2-4 weeks. 2 weeks is fine. 4 could be cutting it REALLY close with the baby...