She is also known for her recurring roles as Coco Wexler on Nickelodeon's Zoey 101, Marie Faldonado in the CBS sitcom Man with a Plan and appearing in the films Spy and The Heat.

Then she popped up on various TV shows, including 90210, United States of Tara, New Girl, Man with a Plan, Veep, Episodes, and Search Party, and in the movies Spy, Pitch Perfect 3, and Fun Mom Dinner.

In December 2009, her comedy pilot Ronna & Beverly (based on the popular stage show she performs with Denbo at the Upright Citizens Brigade Theatre) aired on Showtime.

Ronna & Beverly was eventually turned into a six-part comedy talk show, which was co-produced by Paul Feig and premiered on September 10, 2012, on Sky Atlantic HD in the United Kingdom.

Chaffin and comedy partner Jamie Denbo hosted a podcast, Ronna and Beverly, on the Earwolf network from 2011 until 2017 wherein they interviewed celebrity guests, interacted with one another, and dispensed advice to listeners.

[11] Live performances from the pair were frequently advertised as "seminars" in which their characters discuss the fictional book they co-authored, "You'll Do a Little Better Next Time: A Guide to Marriage and Re-marriage for Jewish Singles."