Definitely get at least an extended cab... you will not like a regular cab after having a quad cab. Just driving around town, a diesel doesn't get that much better mileage. Especially if you are a lead foot and keep using the turbo - in which case you may even get worse mileage. Where a diesel really shines is on the highway -- power for towing and higher (50%+) fuel mileage. I have a small lawn service, and had a 2000 F250 diesel for a few years. I found it to be completely unnecessary for a small landscaper/lawn service. What I didn't expect was the cost and effort of maintenance. 4 gallon oil changes, regular replacement of fuel filters (that cost $$$), worry about the anti-freeze... seemed like every time I turned around there was some new, different maintenance item I had to take care of. Add in the higher (on average) cost of diesel fuel in my area, and the cost of owning the diesel truck was not worth it. For companies that already have diesel equipment (hardscapers, excavators, etc) and are used to diesel engines, the diesel pickup trucks fit right in. In my case I found it to be expensive and not worth it.