I use my Ram for light landscape work and general property maintenance and I thought about a reg cab but decided on the quad merely for lockable storage for tools while still being able to utilize the bed for materials. One of my properties has minimal parking space on a busy road, so doing work there with my trailer isn't really an option unless I pay for a permit to park on the street (no thanks). Ultimately it's about what works best for you.
A reg cab also saves a lot on cost. If I did my own plowing (lots are too small, so I use a snowblower) I would opt for a reg cab 2500 for that purpose alone, but I wouldn't buy a new one, I would shop around perhaps even for a plow truck ready to run with or without a salter.
SouthernBoy - If I did get a new 2500, I too would get the 6.4L for lower buy in over the diesel, and better durability than the 5.7L, as I buy my vehicles for the long haul. Again, it's all about what you plan to do with the truck when deciding on the configuration.