Interview with Jay Pasachoff, Field Memorial Professor of Astronomy at Williams College. Pasachoff discusses his childhood in New York City and his early interests in astronomy, telescopes and math. He recalls participating in a summer math program at Berkeley after his high school graduation, before he enrolled at Harvard as an undergrad. He recounts being invited to partake in observational research at Sacramento Peak Observatory, where he worked with Jacques Beckers and Bob Noyes. Pasachoff then explains his decision to continue at Harvard for his graduate studies, where Bob Noyes became his thesis advisor. He remembers finishing his PhD while also working at the Air Force Cambridge Research Laboratory, doing radio astronomy work. Pasachoff discusses the events that led to his postdoc at Caltech, and his subsequent move to Williams College. Throughout the interview, Pasachoff remembers many of the solar eclipses he has observed and his research surrounding them. He also discusses the many textbooks he has written over the years.