With that company, Pure Orange Productions, she produced and directed plays including Keith Bunin’s The Principality of Sorrows[5] with Robert Sean Leonard, David Lansbury, and Joanna Going; Marking by Patrick Breen, starring Peter Dinklage, Amy Ryan, Aidina Porter, and Maria Tucci.

Other productions included Jonathan Marc Sherman's Evolution with Josh Hamilton and Peter Dinklage, Noel Coward's Private Lives with Sara Ramirez, and Fifth Planet by David Auburn with Christina Kirk and Michael Ian Black.

Gottlieb directed plays for Naked Angels, New York Stage and Film, malaparte, and Juilliard.

In May 2024 she directed Amy Herzog's 4,000 Miles, starring Maria Tucci (Gottlieb's mother) and Evan Silverstein.

[citation needed] Gottlieb's first feature documentary, Today's Man,[6] follows her brother Nicky, who is on the Autism Spectrum.