I walk both of my dogs-staffy x kelpie and staffy x mastiff together with the stroller,when I first started getting them used to the Idea I walked one at a time (just out the front nowhere special)It took about a week each,once they both "followed" I brought the other dog in,we then did a few laps of the front yard to make sure they remembered what i expected ,added the bub and off we went,as soon as they got ahead a bit we would simply stop until they came to heel,once in position started again.I believe it should be fine it works very similar to a "halti" but is much lighter-the best way I can describe it is "power steering for dogs".I also still take my halters with me and use them as a threat if they play up