Thanks for the opinions guys!
Without doing a detailed cost analysis, I was initially thinking that I wanted to keep costs down by keeping only one vehicle in the driveway, besides my wife's car. Less insurance, excise tax, maintenance ect.
The more I look at this issue and the advice given, the more I realize that there is no way to get around having a little commuter car for daily use and a truck for truck duties. Buying a new truck and putting tons of miles on it commuting is throwing money away in gas and maintenance costs as well as just plain wearing it out.
So an economical car is definately in.
For the trucks, I guess I'm leaning towards fixing up the two "toys" that I already own (see my avatar). The reasons I haven't considered it, is that I wanted to be able to tow them to my house and work on them at my leisure. I have the 87 1 ton dump pictured, and an 83 3/4 ton, both of which were going to be long term project vehicles. The 1 ton is roadworthy, but not reliable at all. The 83 needs a full restoration. I estimate that the 87 would need about $5000 worth of work to make it reliable, functional and trustworthy enough to drive across the state when I need it. Considering that would be less than a years's payments on a new truck, I'm having a change of heart. Especially with this truck, as its meant to work. So rather than work on it on my timeline, I'm thinking about sending it to a shop to have the laundry list of issues taken care of, then the body shop after that.
BTW - I'd love to a get a TDI for a commuter, but I think they aren't sold here in MA. Maybe thats changed in the last couple years, but for a while, you could not buy a new one here due to the TDI not meeting the MA emissions standards.