In the Fall of 2014, DWRL Assistant Directors (ADs) and AD alums conducted this roundtable discussion on their experiences of administrating in the Digital Writing & Research Lab. We posed and answered questions about why we became ADs, how being an AD changed our own teaching and research, what it’s like to supervise our peers, how we set the DWRL’s research agenda, how we host a welcoming environment for the lab’s members, and we pass on what we’ve learned through institutional memory. We're sharing our discussion here with the hope that current and future lab members can learn from our experience!