I traded in my Regular Cab Colorado for the wife's Trailblazer, and that's not likely going anywhere for quite some time. I drive a Mazda6 sport wagon now (family ride! lol) but I'll be getting back into a truck as soon as we can afford to.
I'm torn between a Crew Cab Colorado, or a full size though. I'm a pretty average size, and the 355's fit me perfectly (had my old one for almost 7 years) but I think the cab would still be a little small for family use. I know tons of people use them as such, but I don't want to feel cramped in one. I'd get the V8 option as well, but it still seems like I may reach it's payload/towing limits (by then, I'll likely be looking to tow a car to the road race track), and I don't want to feel "held back" by my truck's limitations.
On the other hand though, Silverado's are just freakin massive trucks!! I've driven one, and it felt like a damn land yacht to me! Not to say that I wouldn't be able to get used to one, it just seems like "too much" truck for me? It would be nice not to have to worry about payload/towing limits though, and the cab room would be ideal. Surprisingly, they also get similar MPG's as the 355's, and aren't that much more expensive, so that may be the best choice. Or, I could keep the 6 wagon as a DD/family car, and just get an extended cab (Wife's adamant about getting a crew for family use) to use as a truck.
Then there's the 2WD vs. 4WD decision. The TB is our first 4WD vehicle, and after not having one for 11 winters, I can't believe I waited this long to have one! What an amazing feeling to be able to go anywhere you want. lol But, I'm not sure the 12 times a year you actually need to switch it into 4WD justifies spending another $3000-$4000 on a truck, and the lessened MPG? I will be the breadwinner then, and the wife will be a stay at home mom, so I guess I could just take the TB on crappy days, but I wouldn't want to leave her without 4WD in case she needs to run errands or god forbid, an emergency situation.
And, I'd post a pic, but I'm on my phone, and everyone knows what those trucks look like already. haha