In this episode, Mr. Matthew Keating talks about encountering a sleepwalking Carter Krusz '20 while on AM duty, his experience with the Woodberry in Oxford program last summer, and why boarding school education is so valuable and transformative.

In this episode, Dr. Fred Jordan discusses how Woodberry differs from the other boarding schools he's worked at, talks about the presence of Woodberry Christian Fellowship, and explains what it was like to balance parenting and teaching.

In this episode, Mr. Drew Collier '03 explains how he went from Woodberry to Wofford to Barcelona to Woodberry (again), talks about his friendship with Mr. Andrew Handelsman, and discusses his relationship with Mr. and Mrs. Firman.

In this episode, Mr. Colin Gay' 93 talks about his most meaningful faculty mentors, Turner Hall hijinx, and what he enjoys most about teaching at Woodberry.

In the inaugural episode, longtime English teacher Mr. Ted Blain talks about his life before Woodberry, his most memorable (and bizarre experiences) in his thirty-eight-year tenure at Woodberry, and what he expects he'll miss in his life after Woodberry.