Interview with Stuart Shapiro, Professor of Physics and Astronomy at the University of Illinois at Urbana-Champaign. Shapiro discusses the relationship between physics and astronomy at Illinois and the shifting boundaries between cosmology, astrophysics, and astronomy. He recounts his childhood in Connecticut and his fascination with the space race. Shapiro describes his undergraduate experience at Harvard in the late 1960s and the import of the discovery of the cosmic wave background. He explains his interest in general relativity as the motivating factor for his choice of Princeton for graduate work, where he worked under the direction of Jim Peebles on gas accretion onto black holes. Shapiro describes his postdoctoral appointment at Cornell and the formative collaboration he developed with Saul Teukolsky. He describes the computational advances that propelled the field of numerical relativity and how his interactions with Kip Thorne provided an early entrée to the LIGO endeavor. Shapiro explains how he and Teukolsky challenged the cosmic censorship hypothesis and how Penrose responded to this challenge. He explains his decision to join the faculty at Illinois where he continued to work on neutrino astrophysics and the prospects for observation of hypermassive neutron stars. Shapiro explains his motivations in writing "Numerical Relativity" and he compares his reactions to the detection of gravitational waves with LIGO and the imaging of a black hole with the Event Horizon Telescope. At the end of the interview, Shapiro surveys his current interests in the dynamical problems associated with dark matter. He also conveys his deep love of sports and some unlikely coincidences he has experienced in his many years of being a fan.