Anna Chlumsky

Chlumsky entered show business at an early age, modeling with her mother in an advertising campaign; it was her lead roles in My Girl (1991) and My Girl 2 (1994) that earned her praise for her acting. Her initial film role was a bit part in the family comedy Uncle Buck (1989), starring John Candy and her eventual My Girl co-star Macaulay Culkin. She also appeared in Trading Mom (1994) with Sissy Spacek, and in Gold Diggers: The Secret of Bear Mountain (1995) with Christina Ricci. Throughout the 1990s, Chlumsky starred in several films and TV series.

Chlumsky took a break from acting to attend the University of Chicago, graduating with a Bachelor of Arts in International Studies in 2002. After college, she was hired as a fact-checker for the Zagat Survey and moved to New York City, which was followed by a position as an editorial assistant for a HarperCollins science fiction-fantasy imprint. However, she felt her career in the publishing industry was lackluster and unsatisfying, and ultimately returned to acting after she completed formal training at the Atlantic Acting School in Manhattan.

Chlumsky appeared as Mary Calvin in a 2007 episode of Law & Order; and as Lisa Klein in 2010 episode. She appeared in the 30 Rock episode "The Fighting Irish" as Liz Lemler, a romantic rival of protagonist Liz Lemon, who receives flowers meant for Lemler. Chlumsky was in four episodes of the ABC dramedy Cupid in 2009. Later that year, she starred in the Lifetime movie 12 Men of Christmas as Jan Lucas.

She starred in the Off Broadway production of Unconditional by Brett C. Leonard at The Public Theater, which opened in February 2008; it was produced by the LAByrinth Theater Company. She also starred in Lanford Wilson's Balm in Gilead in 2005 at the American Theatre of Actors in New York City.

In 2009, she appeared in Armando Iannucci's BBC Films political satire In The Loop, co-starring with Peter Capaldi, Tom Hollander, Chris Addison, James Gandolfini, and Mimi Kennedy, a quasi-spinoff of Iannucci's BBC TV series The Thick of It. She plays Liza, a State Department assistant in the movie.

From 2012 to 2019, Chlumsky played Amy Brookheimer, aide to Julia Louis-Dreyfus's character in HBO's Veep, also produced by Iannucci. In June 2012, she starred in the world premiere of David Adjmi's 3C at the Rattlestick Playwrights Theater in New York.

Dan Aykroyd, who played her father in the two My Girl films, has said that a script for a third film has been in development since 2003. In 2012, Chlumsky "put to rest" any rumors that such a film was in development. In addition to her role on Veep, Chlumsky has appeared in multiple television series between 2011 and 2013, including White Collar, Law & Order: Special Victims Unit, and NBC's adaptation of Hannibal.

Chlumsky has appeared on Broadway in You Can't Take It with You, and beginning in 2015 as editor Iris Peabody in the comedy Living on Love, with Renee Fleming, Jerry O'Connell and Douglas Sills.

In 2017, Chlumsky appeared in the fourth season of AMC Networks' Halt and Catch Fire as Dr. Katie Herman, the love interest of Gordon Clark (Scoot McNairy).

Chlumsky had a main role alongside Julia Garner in Shonda Rhimes' Netflix limited drama series Inventing Anna. Chlumsky voices Charlotte Pickles in the 2021 Paramount+ revival of Rugrats.