Maitreyi Ramakrishnan Devi Actor Poorna Jagannathan Nalini Actor Richa Moorjani Kamala Actor Benjamin Norris Trent Actor Adam Shapiro Mr. Shapiro Actor Ramona Young Eleanor Actor Jaren Lewison Ben Actor Darren Barnet Paxton Actor Lee Rodriguez Fabiola Actor Sendhil Ramamurthy Mohan Actor Niecy Nash Dr. Jamie Ryan Actor Cocoa Brown Principal Grubbs Actor Lily D. Moore Rebecca Actor Eddie Liu Steve Actor John McEnroe Narrator Lang Fisher Executive Producer Mindy Kaling Executive Producer