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Don't bother. Instead, go to his New Yorker archive.

http://www.gladwell.com/archive.html

Gladwell is best taken in small (or at least syncopated) doses, and he really has managed to write about a variety of interesting things. Go find the ketchup essay. It's awesome.

I've read all of them (I think?) but The Tipping Point is still my favorite. Always thought it might be interesting to model the ideas in it using some sort of multi-agent system.

You would probably like Linked by Barabasi -- it is similar, but Barabasi is an academic (my barabasi # would be 2!)

Outliers is a good read that correctly represents a lot of new research about its subject.

After edit: I say this because I had read many of the primary and secondary sources cited in Gladwell's notes before his book came out. I still learned new facts from his book.

I enjoyed Outliers. I liked the fact that, while the premise of the book is that the ultra-successful tend to have quite a lot of luck on their side, he never fails to mention that it also takes hard work/talent.