JJV, of all people, has beaten me to the punch on John Hughes, although I suspect he jumped at the opportunity to name-drop Ben Stein.
The standard approach of the obits I have read is that he "tapped into the teen zeitgeist" etc. in films like Sixteen Candles and The Breakfast Club, while I guess there's no polite way to say "he also crapped out the Home Alone movies."
My relationship with the earlier Hughes films (never saw Home Alone except part of it, entirely by accident and I want those 30 minutes back) developed over time. At first I thought they were great, as they portrayed nerds and geeks (i.e., me in high school) in at least a superficially positive light. Later on, after watching them again from time to time, I realized just how repulsive the underlying message of these films is, particularly Sixteen Candles and The Breakfast Club. The message: "Sure, you're an outcast now, but there's always the chance you could be part of the in crowd, and wouldn't that be awesome?" Strip away the Simple Minds song and the other '80s faves*, strip away the great supporting work by John Cusack et al. ("Black and white would really capture the moment..."), and that is all that is left.
Yes, he did capture the angst of the teenager, but his paeans to conformity and the status quo wasted a tremendous opportunity. Oh, and Ferris Bueller really is a jerk. Danke Schoen, but no Danke Schoen.
*Speaking of which, the redo of "Pretty in Pink" was a crime.