Even when I know it could be a monetary issue I tell them they can get great snow suits from once upon a child or Kijiji second hand where is where I get most of my son's outdoor wear.

I would tell them "A was having difficulty walking, tripping constantly (or whatever is happening to the kid because of the wrong size). I think he needs smaller shoes" " B was crying because, whining, etc because it is too cold outside, I think he needs a winter jacket now" "C was great by dressing himself but now looks like he is getting behind because his jacket does not have a hood to guide him. He seems very frustrated". When parents hear that kids are uncomfortable, unable to play, walk, etc they usually act faster. I have all snow suits, mittens, hats and boots here and they will stay here until cold weather is over. We go out everyday for 2hrs so I must have everybody's proper outwear everyday.