Do you have two or just one? Are you thinking of buying a double pram for when #2 comes along?
My husband and I have been doing a bit of research into the 'jogger' style as we're both runners (well, we were both runners until I got to "fat" and lazy and everytime I ran, someone started jumping on my bladder). I also like the jogger style for being slightly more rugged, thus possibly being able to handle the winters (with their unshoveled sidewalks) a bit better.
The downside to the jogger is that they can be huge. However, with the fact that I see them everywhere here (that and the Bugaboo) and I see everyone helping strollers on and off the tram, I don't see they'll be that much of an issue.
Our thoughts:
Phil and Ted's
I couldn't get the brake on the darn thing to work easily; I kept jumping up and down on it. I figured that if we hit a hill and I needed to 'hit' the brakes, we'd end up in a world of hurt.
Quinny Speedi
I like the idea of the Quinny systems. You can interchange the regular stroller bit for a carrycot and/or car seat. The only thing I didn't like was the lateral movement as we ran through the store (looking like idiots). The whole system is on sale at ProBaby if you like teal and black.
Baby Joggers
We've looked at the City Elite and the Summit XC, which you can get in the UK but not here. Both are fairly similar, with the Summit being slightly more 'running' oriented and the City series being more, well, city oriented. Both have a carrycot option to switch out with the normal stroller bit. The pockets were good sized, and there was a handbrake as well as a footbrake. It has the most amazing sunshield I've ever seen, and the stroller seat reclines for sleeping toddlers. I think we'll end up going with the Summit, as it ticked all of the boxes.
BabyStyle Oyster
My brother- and sister-in-law recently bought this system for their newborn and they love it. It has a carrycot attachment, and takes the car seat as well if you want to just use that. This might be only available in the UK, but it was quite a good looking non-Jogger that was significantly cheaper than ye olde Bugaboo.
And with that, I'd recommend writing out what your needs are (stroller system, umbrella stroller, jogger, etc.) and experimenting in the store. You won't know what you want until you try everything out. So, experiment. Collapse the stroller and pick it up (they can be heavy!). Try out the brakes. Take on and off any attachments (can you click on and off the carrycot?). Good luck!