Zach Sherwin (born July 1, 1980) is an American comedian, rapper, writer, and actor best known for writing for and performing in the Epic Rap Battles of History YouTube series, as well as writing for Crazy Ex-Girlfriend on The CW. He specializes in comedic rap. He previously performed with The Late Night Players, and under the stage name MC Mr. Napkins.

Sherwin was born to a Jewish family in Cleveland, Ohio and raised in Cincinnati, Ohio and southwest Missouri.^[1] His mother was a rabbi and has said he feels deeply connected to his Jewish identity.^[2]

In high school, Sherwin took debate which he credits delving into hip hop. He attended college at Brandeis University and graduated in 2002. At Brandeis, Sherwin became an Ethics Center Student Fellow (known as the Sorensen Fellowship since 2009) while interning at Ikamva Labantu in Cape Town, South Africa.^[3][1] While in college, Sherwin started a sketch comedy group, The Late Night Players. His fellow members included Andrew Slack and Seth Reibstein, founders of the Harry Potter Alliance, and Aaron Kagan.^[4]

Sherwin continued to perform with The Late Night Players after graduating from Brandeis until the group's dissolution in 2007. The group was the subject of a documentary directed by Joshua Goren which screened at the November 2006 New York International Independent Film and Video Festival.^[5]

Sherwin began to perform solo as MC Mr. Napkins in Boston from 2007 until giving up the name completely in 2013 in a video posted to his YouTube channel.^[6] As a solo comedian, Sherwin has performed multiple times at The Knitting Factory.^[7][8] He has appeared in multiple shows at UCB.^[9][10] Sherwin appeared on the debut episode of Cameron Esposito's Aspecialthing-produced stand-up comedy podcast Put Your Hands Together.^[11]

Sherwin was one of the original performers involved with the Epic Rap Battles of History YouTube series. As of January 2022, he has appeared in eleven episodes, having portrayed Albert Einstein, Emmett Brown, Sherlock Holmes, Ebenezer Scrooge, Stephen King, Egon Spengler, Voltaire, Walt Disney, Alexander The Great, Wayne Gretzky, and John Wick. Along with co-creators Peter Shukoff and Lloyd Ahlquist, Sherwin has written for episodes in every season of the series, and has acted in episodes in seasons 1, 2, 3, 4, 5, and 7. In 2014, Epic Rap Battles of History won a Streamy Award for Best Writing. In 2015, the series was nominated for the same award. In 2016, the series was nominated for Streamy Awards for Best Collaboration and Best Writing.

From 2015 to 2017, Sherwin worked as a songwriter for the CW series Crazy Ex-Girlfriend. He co-wrote the songs "JAP Battle", "JAP Battle (Reprise)", "I Give Good Parent", and "So Maternal".^[12][13] The first season of the series was nominated for multiple awards and holds a 96% positive rating on Rotten Tomatoes.^[14]

Sherwin auditioned for Season 11 of America's Got Talent in 2016. His performance in the Judge Cuts round was televised, however he did not proceed to the Quarterfinals round.

Sherwin writes, produces, and hosts a series of live crossword puzzle comedy shows entitled "The Crossword Show", in which three panelists race to solve a crossword puzzle on stage. The shows include comedy raps, videos, and humorous facts prepared for each clue. The format is similar to NPR's Wait Wait... Don't Tell Me!.^[2] Notable guest solvers have included Mayim Bialik, Pete Holmes, Rachel Bloom, Lisa Loeb, Josh Gondelman, and Aparna Nancherla.

Sherwin lives in Los Angeles, California, having moved to Los Angeles in 2010. He is a vegan.^[15]