[9] He began his career at Skidmore, Owings & Merrill LP in New York where he worked as an Associate Partner and Director of Urban Design.

[13][14] In 2009 he was named the Marc Holliday Professor and Director of the Master of Science in Real Estate Development program at Columbia's GSAPP.

[16] After leaving SHop in 2015, Chakrabarti founded PAU (Practice for Architecture and Urbanism), through which he has been involved in projects such as the master plan for the site occupied by the rail yards in Sunnyside, Queens;[17] the design for the adaptive reuse of the Domino Sugar Refinery in Brooklyn;[18] Penn Palimpsest, a proposal for reimagining New York’s Penn Station;[19] and the design for Hobson College, a residential college at Princeton University.

[23] Chakrabarti is an alumnus of CED’s graduate architecture program and previously served as a member of the College’s Dean’s Advisory Council.

[24][25] During the Fall of 2024, Chakrabarti served as the Thomas J. Baird Visiting Critic at Cornell University College of Architecture, Art, and Planning.