Piloo Vesugar's first choice of a career was education. She was a college teacher for many years. She lectured at Wilson College for a brief period after taking her Master's Degree.

She then proceeded to Lady Margaret Hall, Oxford, where she distinguished herself and won high praise from her tutors.

Piloo Vesugar returned to India and Wilson College for some time, and after her marriage transferred her activities to Lahore and Delhi. She was for some time a college professor in Lahore, and her reputation as a stimulating and unorthodox teacher spread. When she returned to Bombay, she renewed her old association with Wilson College, and played a part in the encouragement of swadeshi goods through the well-known shop “Svadeshi” run by a group of women.

In October 1940, she joined the J. N. Tata Endowment, under the guidance of the late Jehangir H. Bhabha. For twenty-five years she guided the J. N. Tata Endowment. She created an image in the public mind of the Tata Scholar as a person of high intelligence and integrity. She cared for the Tata Scholars as though they were her own children, often giving generously of her own money and extracurricular time to equip and train them for life and conditions abroad, since many came from simple rural backgrounds.

Besides her work for the Endowment, Pilloo Vesugar was familiar with many aspects of life in Bombay House and her services were always available for good causes; notably for the war effort during the last World War and for the Mutual Benefit Fund, the Staff Canteen and the Library and Reading Room of the Tata Sports Club. Many turned to her in their hour of trouble or distress, particularly the poor or lonely; and her numerous acts of kindness to those in difficulty were common knowledge throughout Bombay House.

In all things the principle of beauty made a deep appeal to her, whether it was in art, music, poetry or religion.

Piloo Vesugar passed away on April 18, 1965.