This chapter examines Thomas Sadler Roberts’ medical education at the University of Pennsylvania in 1882, believing that natural history was not a gentlemanly vocation. Staying in Germantown where his Aunt Cornelia Roberts’s family lived, Roberts was presented with an opportunity to put down a few roots in his father’s hometown by spending some time with his Quaker relatives. During his stay, Roberts showed his skill in memory. One noteworthy display of this skill was when he quoted a textbook verbatim on an oral exam. The rigors of medical school, however, led to Roberts neglecting his bird studies. His journals omitted anything about avian presence in Philadelphia. But his interest did not vanish entirely as during his second year, he accepted an invitation to become a member of the American Ornithologists’ Union. The chapter concludes by describing his residency at the Philadelphia General Hospital.