If I had to do it all over! I would get the Maclaren Techno XT stroller that is appropriate from newborn up! We have the Quest stroller (3mths +) and I LOVE it. Its lightweight and easy to fold, they hold their resale value really well (if you can ever have the heart to sell it ) and are generally just super!
I would then get a basic 3 wheel jogger to keep at home for walking. Not sure what you would use more, I do walk most days and have tried to sell my pram to get a jogger but havent had any luck. I got the Strider pram and I found some serious flaws with it. Here is a trhead I posted about it ages ago.
HtH!