The reason for swapping - the Outlander *was* a company car, but the BIK was stupid, so we bought it (and the other one the same) off the company to run as private. This hasn't worked out too well financially - my father has an Isuzu on the company which is working out much better financially than the Outlander.
I have a trailer, but driving around with one permanently attached is a bit of an arse, especially on windy Lakes roads. I take it when I know I am going to be picking up and moving something very large or filthy though (big 200+ kg pumps etc) and will continue to do so.
He is keeping his Outlander as his private car, since he has a drive/double garage and space. I don't have the room for doing that, and since my father bought both Outlanders it is his car anyway and he wants rid of it I will then get another company vehicle, and to keep things tax efficient - and so we can reclaim VAT - that needs to be commercial. Due to the nature of our work it needs to be a roughty toughty 4x4. Due to my parking limitations it needs to be a single vehicle and no more than 5m long - hence a second hand short bed model (or the new Trojan, but I don't know about driving around with a prophylactic brand name on the side of the car is really a good thing....)
Pickups do work very well for the kind of work we do, and the dual purpose functionality is ideal... if I had space to park one I would probably go for the VW or Ford, but I don't. Got my fingers crossed that the new Defender is going to fit the bill in a couple of years time though.