I would not use a diesel for a short commute. If you really want diesel, look at getting a cheap commuter car for those short trips and keep the truck dedicated for longer trips.
I also have a well matched combination but am looking at upgrading my F250 to a F550/5500 for future hauling needs. My diesel F250 did some errands but was never used for trips less than 30 minutes. My replacement will most likely also be diesel and will be dedicated to travel.
The new gasoline trucks have impressive power and better mileage. If I didn't have dreams of going to larger RV's, I would not hesitate to get one these since some can surpass what 10-year old diesel can do.