We just bought a 1999 Chevy Suburban K1500 in January. Seats 9 with plenty of cargo space. It has the 5.7L/Auto and the "Automatic" 4wd transfer case.
Pros:
Leather everything
Power everything
Full Class III towing capacity
LWB make it stable on slippery roads and with a trailer behind it
Seats 9 with 3rd row
Take out 3rd row and you have a crew cab short bed truck
Lay down 2nd row and you almost have a standard cab long bed truck
Lots of aftermarket support for parts/upgrades
Ours has factory dual battery setup
Factory external transmission cooler
Barn doors for easy access and no need to replace gas-supports on hatch
A/C that will freeze you
Heat that will melt you
Cons:
Leather everything
Power everything
Not the easiest thing I've ever had in a parking lot
16MPG
Overall: We love it. Driving home I was asking myself why we didn't have 2 of them! Being a 99 it needs some work, shocks and the like, but I'm fine with working on one vs paying 3-4 times what we paid for ours for a newer one. It handles very good and with the rear sway-bar is stable on the highway. I've yet to pull a trailer with it, but that's mainly due to not having tires on it rated for any kind of load and not as of yet putting the trailer lights and brake controller on it. The kids love it because they can see out of it better than the 2001 Jeep Grand Cherokee it replaced (lost in an accident).
We've taken a trip to Gatlinburg, Tn in it with the kids (2 till August, then the 3rd will finally be here) and it got over 16mpg and used less than one tank of fuel (42 us-gal tank). That was about a 4hr trip to get there. It also hauled our family + mom, dad, and granny on a day trip to Greensboro, NC (2 hr one way) and no one complained about being cramped, even my 60 y/o Dad riding in the 3rd row with my 55 y/o Mom and my 4 y/o Daughter in her car seat said it was comfortable. :Wow1:
We've used the 4wd a few times exploring potential property purchases as we are currently house hunting for a place closer to where I work. Another nice thing about a 12y/o vehicle is not being very worried about minor scratches and scuffs from branches/brush. On snowy-two-tracks it's always been a tank (weight helps!) and never even slipped a tire. With a little bit of torsion bar cranking, a 3/4 ton spring "weaving", a SF 14 bolt rear axle from a light duty K2500, and some 285/75R16 A/Ts I think it'll be perfect for a weekend warrior and DD for the old lady.
Sorry for being long winded, but I just wanted to be thorough with my vote.