Tom Ruprecht

ruprecht_200Tom Ruprecht was a writer for The Late Show with David Letterman for 12 years before he jumped ship to pursue a career in looking for work. Also, he wanted to write some books, which he did! His latest is called “This Would Drive Him Crazy: A Phony Oral History of J.D. Salinger” and it’s exactly what it sounds like. After leaving The Late Show, Tom also wrote an episode of How I Met Your Mother and worked as a writer for The Goodwin Games. In this episode, Tom and I discuss the rigors of writing for a daily comedy show, and the slighty-to-very different rigors of writing a book on your own time. We even discuss writer’s block! As usual, this episode has everything an aspiring comedy writer could ever want… except a job offer. Sorry about that. Listen on iTunes.

Feel free to get in touch: @WritersBlocPod and

One thought on “Tom Ruprecht

  • Since you asked, the price of peaches is about 2lb per pound at the Brooklyn borough Hall Farmers market – and my regnant wife says this year’s crop is delicious.

    Thanks for the podcast – also enjoy seeing you live (you benefit performance was especially good i the spring). If I may shamelessly plug, I write for a news satire site, and would love to get some insight on the comedy writing world from you sometime.

    Take care,


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