Need advice on strollers/carriers

An

My husband is graduating BCT in Feb in Oklahoma. Lately it’s been in the single digits, with 15-30 mph winds. I have a stroller but it is bulky so I am looking for recommendations on decent strollers since I will be walking a little bit around the base. I also need recommendations on baby carriers for an 18lb 9 month old. Any advice on how to keep in warm also?

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