She also served as writer and executive producer and was nominated for the Primetime Emmy Award for Outstanding Lead Actress in a Comedy Series.

[11] After Bryant graduated from Columbia College, she toured with the musical improv group Baby Wants Candy and was approached by The Second City.

She was a writer and ensemble member for both "Sky's the Limit, Weather Permitting" and "We're All In This Room Together" on the Second City Stage.

In 2014, Bryant, Eli Bruggemann, Chris Kelly, Sarah Schneider, and Kate McKinnon were nominated for a Primetime Emmy Award in the category of Outstanding Original Music and Lyrics for the "Home for the Holiday (Twin Bed)."

[19] In 2018, Bryant received a nomination at the 70th Primetime Emmy Awards for Outstanding Supporting Actress in a Comedy Series.

After Bryant became involved with Shrill, as a co-writer, co-executive producer and as the main character, there was a question of whether she would return for the 2019–20 season of Saturday Night Live, although Lorne Michaels encouraged her to work on both shows.

[25] She voiced Emmy on the adult animated series Human Resources, a spin-off of Big Mouth, which premiered on March 18, 2022.

[30] Bryant is set to star in the upcoming Peacock dramedy Lonely Hearts Club.

[21] On April 28, 2018, Bryant married comedian Conner O'Malley, who was a writer on Late Night with Seth Meyers.