I have twins and like my Bob for around my neighborhood, which is rural with bumpy roads, gravel... It does fit through my small doorway at home and when the twins are sleeping I easily roll them in the house without waking them. It does not fit through the neighborhood gate on the fence. It would if the gate went back flush with the opening, but it doesn't and the side bar of the gate gets in the way. We love using it at the beach and walk on the beach often, but that's the only time we have taken it with us in the car so far. We put down the third row seat in our Toyota Sienna to fit it. We often comment we needed this car for the stroller.
It will challenge you running with two kids that is for sure. Especially uphill. I walk a lot more than jog with it as I had pictured myself doing prior to buying it. I have to push on the bar a little to lift the front wheel to turn corners more easily. I'm used to it. A four wheel stroller would turn easier. We looked at the Bumbleride and loved it, but it didn't seem right for our rural neighborhood and beach excursions so we chose the Bob. Friends who live in towns near by and do more shopping in town trips like the Bumbleride. It is beautiful and classy. The Bob is more sports like which my husband likes. We see double and single Bobs all over Capitola-Santa Cruz area. Bumblerides in Carmel.
I love the coverage from the sun and wind the Bob provides. Our Maclaren has lousy canopies. The Bob is very comfortable. The baskets and pouches hold my sweater, snacks, cups... essentials for a walk. The brake system is so easy to use.
We love our Bob, but it just fits our life style. There's no perfect stroller that fits all uses or we would all have it. You just have to figure out which fits your lifestyle best. Maybe you could borrow one of your friends to try out.
Good luck. Hope this helps.