[2] In the 1970s, Reynolds married artist Suzanne Hellmuth, and they sometimes collaborate on artwork.
[3][4] Reynolds was an associate professor and director of the graduate program in the Center for Experimental and Interdisciplinary Art at California State University, San Francisco (now San Francisco State University) from 1973 to 1983.
[5] Reynolds served as the executive director of the Washington Project for the Arts from 1983 to 1989, a non-profit arts organization in Washington, D.C..[5] From 1989 until 1998, he served as the director of the Addison Gallery of American Art an academic museum at Phillips Academy in Andover, Massachusetts.
[5] Reynolds served as the "Henry J. Heinz II Director" of the Yale University Art Gallery, from 1998 until 2018.
[7][8] During this time at the Yale University Art Gallery, Reynolds renovated and restored all three buildings.