1997–2005: Early roles and breakthrough Upon graduating from Yale University with a B.A. in Theater Studies, Westfeldt started her career as a New York-based theater actress, starring in dozens of regional and Off-Broadway productions, including the long-running Off-Broadway musical
The Fantasticks. In 1997, she was cast as a series regular on the 20th Century Fox/ABC sitcom
Two Guys, a Girl and a Pizza Place, alongside
Ryan Reynolds,
Traylor Howard and
Richard Ruccolo. In 1997 Westfeldt co-wrote and co-starred with
Heather Juergensen in a six-night-engagement The play was optioned by
Interscope Communications The film was released by Fox Searchlight Pictures in March 2002. Westfeldt received the
Golden Satellite Award for Best Actress in a Musical or Comedy for her role as Jessica, and an Indie Spirit Nomination for Best First Screenplay. The film won the Audience Favorites Award at the Chicago International Film Festival, the Audience Award at the Miami Film Festival, Best Feature at the Louisville Jewish Film Festival, and the GLAAD Media Award, and it was included on more than a dozen top ten lists in 2002. Variety wrote, "A fresh take on sex and the single girl, this buoyant, well-crafted romantic comedy blends pitch-perfect performances with deliciously smart writing." In
Newsweek David Ansen said the film "knows what it wants, what its limits are, and delivers its delights accordingly." In 2014, The Advocate listed the movie as an essential film for LGBTQ+ viewers that "encourages exploration and self-awareness." In 2020, Kveller writer Mara Reinstein looked back on the impact that this "authentic" and "nuanced" movie had, writing, "I can't overstate how much
Kissing Jessica Stein pioneered the gay rom-com." Westfeldt made her Broadway debut in the fall of 2003 in the critical and commercial hit
Wonderful Town, starring opposite two-time
Tony winner
Donna Murphy and directed by three-time Tony winner Kathleen Marshall. Westfeldt received a 2004 Tony nomination, a Theater World Award for Outstanding Broadway Debut, and a Drama League Award for her role as Eileen Sherwood. Of her Broadway debut, John Simon of New York magazine wrote: "Jennifer Westfeldt leaps onto the Broadway stage in full-fledged acting and singing splendor as the adorable Eileen." Ben Brantley of the New York Times wrote, "Jennifer Westfeldt makes a charming Broadway debut as Eileen, Ruth's boy-magnet of a sister." "Ms. Westfeldt's delightfully un-self-conscious interpretation suggests a virginal answer to the Vargas pinup girls," he added.
2006–2011: Acting work and directorial debut Westfeldt's next feature,
Ira & Abby, marked her first solo screenwriting effort. The film debuted at the Los Angeles Film Festival in 2006, where it won the Audience Award for Best Feature. It was acquired by Magnolia Pictures and released in the fall of 2007 to strong reviews. Westfeldt won Best Actress at the HBO U.S. Comedy Arts Festival in Aspen in 2006 for her performance as Abby, where
Ira & Abby also took home the Jury Prize for Best Feature. The film won Audience Award for Best Feature at the Boston Jewish Film Festival. After one season on
Two Guys, a Girl and a Pizza Place, 20th Century Fox Studios cast Westfeldt as the lead of another series, the short-lived
Holding the Baby on Fox. She went on to star in multiple pilots, including the WB's
The Gene Pool opposite Chris Eigeman;
The Untitled Paul Reiser Pilot on F/X; and Steve Levitan's
Dante on NBC, opposite Morris Chestnut and Kevin Hart. In 2002, Westfeldt, along with her journalist sister Amy, sold a one-hour newsroom drama pitch to Touchstone/ABC; Westfeldt was attached to star. Called
The Independent, the series was loosely inspired by her sister's experiences as a career journalist at the Associated Press. In 2006, she was cast as the female lead in ABC's
Notes from the Underbelly, which ran for two seasons. Andrew Johnston wrote in TimeOut: "Jennifer Westfeldt is a total babe, with physical-comedy skills that, if properly honed, could approach Lucille Ball territory. In other words, she was basically born for TV. [Westfeldt] gets to show her serious side, too, and if the series gives her enough exposure to start competing with Hope Davis and Laura Linney for blond-WASP roles,
Underbelly will have more than justified its existence." In 2010, with
Alan Ball attached as executive producer, she sold a TV dramedy to HBO with her attached to star about the
bird's nest custody agreement in divorce cases. In 2011, Westfeldt wrote, produced, starred in, and made her directorial debut in
Friends with Kids, which was a breakout hit at the 2011
Toronto International Film Festival. Lionsgate and Roadside Attractions obtained the rights to the film, and it was released in 2012. Westfeldt starred opposite
Adam Scott, with a cast including
Maya Rudolph,
Kristen Wiig,
Chris O'Dowd,
Ed Burns,
Megan Fox and
Jon Hamm.
Peter Travers of Rolling Stone called
Friends with Kids "an indelibly funny and touching comedy with a real sting in its tail," and deemed Westfeldt "an actress of rare wit and grace, and now a filmmaker with a keen eye for nuance. In front of the camera and behind it, she's the live current that pulls us in and makes us care. Westfeldt is the pulse of
Friends With Kids, presenting us with life in all of its vibrant, messy sprawl." The film was included on New York Magazine's Top Ten Movies of 2012 list, as well as NPR's Top 12 of 2012.
2012–present Her varied TV credits include memorable arcs on
Younger,
Queen America (opposite Catherine Zeta-Jones), ''
Grey's Anatomy, 24, Judging Amy, and Hack''; and guest-starring turns on NBC's hit drama
This Is Us, HBO's
Girls, and
Childrens Hospital, among others. She provided the voice of Kit Luntayne in the
Martha Speaks episodes "
Cora! Cora! Cora!" and "Cora Encore!" on PBS. Westfeldt's other stage work includes the world premieres of
Scott Z. Burns'
The Library at The Public Theater opposite
Chloe Grace-Moretz, directed by
Steven Soderbergh;
Nell Benjamin’s
The Explorers Club at Manhattan Theater Club, directed by Marc Bruni;
Nicky Silver's
Too Much Sun at The Vineyard Theater opposite
Linda Lavin, directed by
Mark Brokaw;
Cusi Cram's
A Lifetime Burning at Primary Stages, directed by
Pam MacKinnon; Joe Gilford’s
Finks opposite
Josh Radnor at The Powerhouse Theater/NYSAF, directed by Charlie Stratton; Stephen Belber's
The Power of Duff opposite
Greg Kinnear at The Powerhouse Theater/NYSAF, directed by Peter Dubois; and
Alexandra Gersten-Vassilaros'
Big Sky at The Geffen opposite
Jon Tenney, directed by
John Rando. In 2022 she received glowing reviews from the
New York Times for her performance as Mama in Liba Vaynberg' s play
The Gett. Other film roles include the 2016 short
Lemon opposite
Noah Bean, which premiered at the 2016
Tribeca Film Festival and, in 2017, a supporting role in director
Marielle Heller’s
Can You Ever Forgive Me? opposite Melissa McCarthy, which later ended up on the cutting room floor. In 2017, Westfeldt produced the documentary
Circus Kid, based on Lorenzo Pisoni's life growing up in a circus family, which was bought and distributed by Sundance Now. In 2022 she wrote several episodes of the Showtime series
The First Lady. Westfeldt sold to Amazon
The Idea of You, an adapted screenplay based on the novel of the same name by Robinne Lee starring
Anne Hathaway. The film completed shooting in December 2022 and was released in May 2024. With a self-reported 50 million viewers in the first two weeks it was Amazon MGM’s No. 1 romantic-comedy debut of all time, according to the studio. She is currently working on a film adaptation of Amy Poeppel's novel
The Sweet Spot. == Personal life ==