Get yourself a 2006 Chevrolet Silverado Classic 2500HD Regular Cab Long Box 4x4 with the Duramax Turbo Diesel Engine and Allison 6-speed automatic transmission.
-Diesel is cheaper than gasoline.
-Gets relatively good fuel mileage for a fullsize pickup.
-Installing larger fuel injectors will actually improve your fuel mileage.
-With 360HP and 650FT/LB TQ, Duramax Diesel is the most powerful diesel available in a fullsize pickup.
-Allison transmissions are the best heavy duty automatic transmissions available.
-Will tow anything your heart can desire.
-With a proper maintenance schedule, the truck will last you darn near forever.
-They're expensive, the truck listed above will run you $30,000 - $40,000.