Hi Annie,
Missy has the Pet Gear Happy Trails stroller. It is great on flat surfaces but if you are going to be walking on rough trails or ground, I think a three wheel would be easier to maneuver. We were thinking of getting the Pet Gear AT3 all terrain stroller for that.
I did meet someone who had the AT3 on the Pet Walk and it seems very sturdy. The Happy Trails is unless Missy moves completely to the back of it, which has happened when the sun was bright and she wanted to be completely in the shade.
All of her weight in the very back can make it prone to tipping which hasn't happened yet.
I noticed on Amazon that there are a lot more reviews of the various strollers than I have seen anywhere else.
Whichever you choose, I'm sure that Jake will love it.
