I know you’re back to thinking about trucks but I was in a similar situation to you a few years ago. We had a great GMC 2500 Diesel but unlike you, we had the quad cab so two kids could fit really comfortably in there. When I stopped trailering a lot the truck sat A LOT. We had a Volvo sedan and a Volvo station wagon that we drove all the time. The truck was just OK for driving kids around in but I’m not sure how crazy I’d be about dealing with all the baby paraphernalia on trips in a truck (or even locally). I was a minimalist with baby stuff but a stroller would be tough to put in the cab part of the truck. Everything you’re carrying gets put in the bed of the truck and even though we had a tonneau cover on it, I can’t imagine trying to deal with the stroller, diaper bag, etc. in the bed of the truck. Even though our truck was very plush (leather everything, plenty of room in back, beautiful handling, the only reason you knew you were in the truck was the muted sound of the diesel engine), it didn’t have the capacity to hold anything but the kids in the back. Even for around the town stuff, one of the seats would have to be folded down to put the groceries in the cab.
And let me play devil’s advocate here: what about the eventual need for a third row seat?
We sold our truck and trailer a few years ago because it just wasn’t worth having it sit there. Just this past summer I upgraded my 12 y.o. station wagon to a new XC90 when the right deal came along. I waited until a good deal on a Brenderup came along and jumped on that too. You may not want to go the European trailer route, which is fine, b/c there are a lot of nice truck size SUV’s that have the creature comforts needed with a baby on board. I also like the Jeep models that Jim refers to but those would be overkill for the Brenderup (besides I just really like Volvos). Besides, with an SUV you could get down to two vehicles instead of a truck and two cars!
Good luck with your decision!