Alice Trillin’s interest in curriculum development led her to consult for WNET television station and help it design new approaches to educational programming. She formed a company “Learning Designs” to produce educational television series, such as Behind the Scenes, starring the illusionist duo Penn & Teller, aiming to teach pre-teens about the creative process in the visual and performing arts. The series won several awards including the Japan Prize (Best of Festival) in the largest international children’s film festival. Alice Trillin was also a major part of Open admissions and basic writing at City College, New York. Prior to teaching at City College, she taught at Hofstra where, in 1964, she met the recently hired Mina P. Shaughnessy. The two were instant friends. While at Hofstra, Trillin received the Samuel Rubin Foundation to set up “Project NOAH”, a project designed to assist and tutor minority students. In November 1966, Herbert Kohl’s published an article titled “Teaching the ‘Unteachable,’ The Story of an Experiment in Creative Writing”, which greatly moved Alice. She discussed it with Kohl and later with Leslie Berger at City College. When Alice first met with Berger in 1967, he instantly hired her into City’s Pre-Baccalaureate program. Alice spoke so highly of Mina that she was also given an interview and position. With the budget cuts of the mid 1970s, Alice worked for Mina as a “skills expert” in CUNY’s midtown offices.

Trillin developed lung cancer, apparently as a result of exposure to second-hand smoke during her childhood. She wrote of her experience as a cancer patient in an article titled “Of Dragons and Garden Peas: A Cancer Patient Talks to Doctors”, in the New England Journal of Medicine in 1981. Her writing is still used to train doctors to appreciate the illness and its treatment from a patient’s point of view. Her personal experience also led Alice to adopt and care for other cancer patients. At her funeral service Nora Ephron described the people under Alice’s protection as “anyone she loved, or liked, or knew, or didn’t quite know but knew someone who did, or didn’t know from a hole in a wall but had just gotten a telephone call from because they’d found the number in the telephone book.” In 1979, Alice Trillin learned that her friend’s 12-year-old son Bruno Navasky had been diagnosed with cancer. A letter she wrote to Bruno, describing her own experiences and attempting to cheer him, was later published in a book form titled Dear Bruno. The book was illustrated by New Yorker artist Edward Koren. Alice Trillin died at the New York Presbyterian Hospital from heart failure resulting from radiation damage to her heart when she was treated for lung cancer in 1976. Eight months before her demise, Trillin’s essay “Betting her life” on doctors, illness and family was published in The New Yorker. Alice and Calvin Trillin were volunteer counselors at actor Paul Newman’s Hole in the Wall Gang Camp in Connecticut for children with cancer or serious blood diseases.