She graduated with a Bachelor of Arts degree in theater studies from Yale University, where she also participated in such productions as The Merchant of Venice, The Dining Room, Freedomland and Sylvia.

Pressman is best known for her role as Roxy LeBlanc on the Lifetime Television drama series Army Wives.

With other members of the Army Wives cast, she joined the picket line on November 13, 2007 in support of striking writers.

[5] She also played the lead role in Lifetime movie Love Sick: Secrets of a Sex Addict, and guest-starred on CBS sitcom The New Adventures of Old Christine in 2008.

[6] In 2013, Pressman was cast in recurring role as Candace Marcus, a daughter of Lisa Kudrow's character, in the third season of Shonda Rhimes drama series Scandal.

She also co-starred alongside Brandon Routh and Dane Cook in the sci-fi thriller film, 400 Days.

[12] Later that year, she was cast in a recurring role as Debi Mazar"s character's love interest on Younger.