I've been on the search for a good diesel truck. I was looking at the '03-'08 Dodge Ram 2500/3500 Cummins trucks. Something big in my life happened and I decided it would be best to put off a purchase that large (these trucks run anywhere from rough shape $9k to great shape and low miles $25k). Well, we still needed a good, usable truck, so I ended up getting a '92 Sierra 2500 6.5 turbo diesel. Normally, I wouldn't have even bothered with a truck like this, but it's in great shape, decent miles, and it does meet the criteria of being able to tow w/o using an excessive amount of fuel... not to mention I got a killer deal. Granted, a Cummins truck would be a bit more powerful, the 6.5td will do the job just fine and has been very impressive with the fuel consumption. Regardless of how nice this truck is, the Cummins powered Dodge is still in the back of my mind.
Where do you draw the line between contentment and settling? This isn't about what truck I should get or keep, rather some general automotive ownership advice.