McSweeney's is a non-profit publisher founded by editor Dave Eggers in 1998 and headquartered in San Francisco. Starting with a literary journal, it has expanded into a full-scale publishing house, offering novels, books of poetry, and other literature. The McSweeney's website, which it calls its "Internet Tendency," posts many humorous articles, including a series of lists. Rather than make you look through all 21 webpages of said lists for the Jewish ones, I went and did that for you. Consider it your afikoman present!
Yiddish Spam [NSFW!]
Bob Dylan GPS Voice Quotes (My pick of the [at least] three about Dylan lyrics)
My Son/Daughter the Doctor:
A Light Among the Nations:
Films about Tough Jews (I was disappointed by this one and may make a longer one myself.)