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We used a convertible with DS2 from the beginning. I always wore him for about the first 3 months then we finally bought a stroller that reclined enough and he rode in it when we were going to be out for long periods of time.

I had an infant seat and by 3 weeks, I wasn't carrying it anyways. I found it to be a real inconvenience. Baby wearing was much easier and I never really found it to be annoying. The only times I was annoyed is when I would take in the seat, to the grocery store for instance, then he would cry and I would be carrying him anyway, and the grocery cart would be filled with a car seat. We switched over then.

@junebugmama: I would assume you would get a stroller that is compatible with the infant seat.

@PEAPIE: I am still expecting but I plan to use the stroller / infant seat approach. I will probably bring my carrier as well so we have two options. In your situation, I would probably bring a stroller and a carrier so I would have the same flexibility minus the convenience of clicking the baby out of car seat base directly into the stroller without dealing with two sets of straps.