17. Wainy Days
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Stella veteran turned feature comedy director David Wain is behind one of the most successful web series to date, Wainy Days. Comedy nerds love David Wain, and after watching his absurd web series, it's evident why: Wain's experimental sensibilities bring a fresh feel to familiar formulas.
It is easy to see why Wain chooses to keep up his low-budget series despite his feature opportunities. It's hard to imagine a big-budget feature in which Amanda Peet dates David for his small penis or Elizabeth Banks designs a book about "how to make a tree out of your finger." Though, at times, the series is more ridiculous than it is funny, there are few artists with the profile of Wain making work as unique as Wainy Days.