[10] She has performed stand-up on The Tonight Show and The Meltdown with Jonah and Kumail, and starred in two episodes of the Netflix sketch comedy series The Characters in 2016.

[16] It was directed by Andrew DeYoung and co-starred Berlant and Early, who play fictionalized versions of themselves in the future who had previously been on the sitcom He's Gay, She's Half-Jewish and are reunited by Meredith Vieira[17] after a bitter falling out.

[23] Vulture praised the work as a "thoughtful and striking about partnerships and, in particular, about male–female relationships" and considered it "darker and more alarming" than Berlant and Early's previous collaborations.

[24] Decider recommended that audiences view it for the pair's ability to mine the "rich comedic tradition for overconfident characters who find themselves in way over their heads but cannot seem to get themselves out of the situation without making things worse".

Cinnamon in the Wind, Berlant's largely improvised[26] debut stand-up special,[27] was recorded in March 2019 at the Upright Citizens Brigade for FX.

[30] For reasons that were never explained,[31] the special remained unreleased for over three years until debuting on Hulu in September 2022, coincidentally while Berlant's next one-woman show Kate (also directed by Burnham) was still running in New York City.