Elizabeth Hoffman (2005) noted 10 years ago that, “anniversaries are opportunities to reflect on past experience and plan for the future” (para. 1). At the time, Hoffman was describing the 10th anniversary of the Arts and Administration (AAD) Program at the University of Oregon (UO). Moving forward to the 2014-2015 academic year, AAD has been celebrating its 20th anniversary. To highlight the anniversary, the program hosted an alumni reunion during fall 2014 that brought together former and current program faculty, students, and staff for tours, celebratory parties, networking, and a symposium on “The Arts: Making a Difference in Communities.” As part of a series of events designed to celebrate this milestone, Kim Mathie, AAD 2006 alumnus, has documented the program’s continuing growth and relevance within the field of arts management. Through this issue of CultureWork, we invite you to learn more about the ways in which the UO’s Arts and Administration program has reaffirmed its mission as well as ways in which the program continues to branch out its dedication to educating arts and cultural sector leaders and participants.