It’s been 4 years since we last counted down the Top 200 artists in my iTunes library. Since my iTunes stats are still intact, across multiple PCs, iPods, iPads, and iPhones, I figured it was time to take another look at the artists that have entertained me the most based on number of plays from late 2007 through January 1, 2021.

Widely known for his stand-up performances, the sketch comedy series Mr. Show, and his role as Tobias Fünke in Arrested Development, David Cross checks in today, at #9 as we continue with the top 10.  Cross began performing stand up comedy at 17, eventually becoming part of the Boston comedy scene after dropping out of Emerson College.

#9: David Cross
iTunes stats: 567 plays
Previous ranking: #11

Funnyman David Cross saw an 86% increase to his total number of listens, thanks in part to the addition of a new stand-up album, which allowed him to move up two spots on the rankings.  Encompassing 52 tracks from 4 different comedy albums, he is averaging just about 11 listens per track.  The first one, Shut Up, You Fucking Baby!, was released in 2002 and covered the post-9/11 world that we found ourselves in.  The most recent, …America…Great…, came out in 2016, and looked at the world that gave us Republican presidential candidate Donald Trump.