How to shoot a family on NY streets?

Well if your subject is Timothy Olyphant, his wife and three children and you are in Soho, you can try and get in front of them, in which case you may not get everyone because a five person family does not walk abreast down city streets ( or at least most families know that )  or you can shoot from across the street and hope they walk in a straight line while looking at you with Timothy giving you the OK sign from across the street adding to the weirdness of the image…wait  that is whats happening here!