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On the show
From 12 epsHosts
Recent guests
Recent episodes
Drew Collier ’03 · TWP #40
May 21, 2026
28m 04s
Julia Hixson · TWP #39
May 1, 2026
35m 57s
Jason Ramsden · TWP #38
Apr 15, 2026
31m 59s
Colin Gay ’93 · TWP #37
Jan 29, 2026
33m 04s
Sean Harvey · TWP #36
Jan 13, 2026
29m 22s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 5/21/26 | ![]() Drew Collier ’03 · TWP #40✨ | educationlanguage+3 | Drew Collier | Woodberry Forest SchoolWofford College | — | Woodberry Forest SchoolDrew Collier+4 | — | 28m 04s | |
| 5/1/26 | ![]() Julia Hixson · TWP #39✨ | college counselingeducation transition+3 | Julia Hixson | Woodberry Forest SchoolThe Covenant School+4 | — | college counselingWoodberry Forest School+3 | — | 35m 57s | |
| 4/15/26 | ![]() Jason Ramsden · TWP #38✨ | parentingempty nesting+4 | Jason Ramsden | This Empty Nest Life | — | empty nestparenting transition+5 | — | 31m 59s | |
| 1/29/26 | ![]() Colin Gay ’93 · TWP #37✨ | educationmentorship+3 | Colin Gay | GovSmart, Inc. | — | Woodberry Forest SchoolColin Gay+5 | — | 33m 04s | |
| 1/13/26 | ![]() Sean Harvey · TWP #36✨ | men's engagementidentity+4 | Sean Harvey | Warrior Compassion InstituteWoodberry Forest School | — | men's engagementidentity+5 | — | 29m 22s | |
| 1/8/26 | ![]() Dr. Michael C. Reichert · TWP #35✨ | education of boysemotional literacy+3 | Dr. Michael C. Reichert | Center for the Study of Boys’ and Girls’ LivesUniversity of Pennsylvania+2 | — | boys educationpsychology+3 | — | 33m 25s | |
| 12/20/25 | ![]() Janney Jay · TWP #34✨ | Woodberry educationfamily journey+3 | Janney Jay | Woodberry Forest School | — | Woodberry Forest Schooleducation+3 | — | 31m 03s | |
| 11/11/25 | ![]() Wil Brawley ’92 · TWP #33✨ | entrepreneurshipalumni relations+3 | Wil Brawley | ScheduleFlyWoodberry Forest School | — | Woodberry Forest SchoolWil Brawley+5 | — | 33m 55s | |
| 10/13/25 | ![]() Dr. Tiff Jones · TWP #32✨ | mindsetmental skills training+5 | Dr. Tiff Jones | X-Factor Performance Consulting | — | mental performance coachathletes+5 | — | 34m 41s | |
| 9/15/25 | ![]() John Gulla · TWP #31✨ | secondary educationindependent schools+4 | John Gulla | Edward E. Ford Foundation | — | secondary educationindependent schools+5 | — | 41m 50s | |
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| 8/28/25 | ![]() Dr. Harry Levant · TWP #30✨ | sports gamblingyouth risks+3 | Harry Lavant | Woodberry Forest SchoolInternationally Certified Gambling Counselor | — | sports bettinggambling counselor+3 | — | 30m 35s | |
| 8/25/25 | ![]() Claire Hulsey · TWP #29✨ | educationfamily+3 | Claire Hulsey | St. Andrew’s SchoolWoodberry Forest School | — | Woodberryeducation+5 | — | 32m 26s | |
| 8/5/25 | ![]() Dylan Walmsley ’19 and Kathy Walmsley · TWP #28 | In this special episode of The Woodberry Podcast, Headmaster Byron Hulsey welcomes Dylan Walmsley ’19 and his mother, Kathy Walmsley, for a heartfelt conversation about the impact of a Woodberry education on both students and their families.Kathy shares an honest and thoughtful perspective on what it was like to send both of her sons to boarding school, the hopes and hesitations that came with that decision, and how the Woodberry experience shaped their family’s journey. Dylan, now pursuing a PhD in neuroscience at UC San Diego after graduating from Washington & Lee, reflects on how his time at Woodberry influenced his worldview, character, and pursuit of purpose.Together, they explore the lasting value of a Woodberry education, the growth it fosters, and the ways it prepares young men to lead lives of integrity, curiosity, and impact. | 27m 42s | ||||||
| 6/30/25 | ![]() Morgan Jay ’25 · TWP #27 | In this episode of The Woodberry Podcast, Dr. Byron Hulsey sits down with Morgan Jay, a standout member of the Class of 2025 from Alexandria, Virginia. A prefect, cross country runner, and all-around contributor to campus life, Morgan reflects on his time at Woodberry and the moments that shaped his growth, both as a student and a young man. As he looks ahead to Harvard, Morgan shares insights into the challenges and triumphs of his Woodberry journey, the lessons he’s taking with him, and even has a little fun with a few spot-on faculty impersonations. | 25m 57s | ||||||
| 6/12/25 | ![]() Dr. Jeffrey R. Quebec · TWP #26 | In this episode of The Woodberry Podcast, Headmaster Byron Hulsey sits down with Dr. Jeffrey R. Quebec, an experienced educator and founder of the Pre-Prep Showcase. With decades of leadership in independent school education, Dr. Quebec offers unique insight into the evolving landscape of boarding schools.Byron and Jeff dive into the current trends shaping the boarding school world, from shifting demographics to the rising demand for character-based education. They explore why families continue to choose boarding school experiences and how schools can better connect with mission-fit families. Dr. Quebec also shares more about his new podcast, Why Boarding School. | 32m 30s | ||||||
| 4/16/25 | ![]() Wright Thompson · TWP #25 | Wright Thompson is a senior writer for ESPN and a contributing writer to The Atlantic. He formerly worked at The Kansas City Star and the Times-Picayune in New Orleans. Thompson's topics have covered a wide range of sports issues, from golf, football, basketball, and baseball, to car racing, sports history, and bullfighting. He is the New York Times bestselling author of Pappyland and The Cost of These Dreams. His most recent book, The Barn, explores the 1955 murder of 14-year-old Emmett Till. Thompson lives in Oxford, Mississippi with his family. | 39m 18s | ||||||
| 3/18/25 | ![]() Paul Cumbo · TWP #24 | Paul Cumbo is an educator, author, and entrepreneur with more than two decades of experience teaching English at Jesuit high schools for boys. He was a rowing coach for much of that time, and he has also served as a swimming coach, retreat director, and service-learning coordinator. He currently teaches part-time at Canisius High School in downtown Buffalo, NY. Paul is the author of five books, including two novels. His most recent work, A Path to Manhood: Encouragement and Advice for Young Men, was published in February 2025.https://www.paulcumbo.com/ | 30m 52s | ||||||
| 2/17/25 | ![]() Larry Washington · TWP #23 | In this episode of The Woodberry Podcast, Headmaster Byron Hulsey sits down with Larry Washington, a valued member of Woodberry’s transportation department. With an extensive and fascinating career history, Larry brings a unique perspective to life at Woodberry, both on and off the road.Byron and Larry talk about his wide-ranging professional journey, what drew him to Woodberry, and the meaningful connections he’s built while driving students, faculty, and teams to their destinations. Larry also reflects on what makes the Woodberry community special and why his role is about so much more than transportation. | 25m 17s | ||||||
| 1/22/25 | ![]() Tom Batty · TWP #22 | Tom Batty is the executive director of the International Boys School Coalition. Tom has spent thirty-two years working in boys schools as both a math teacher (at schools such as Eton College in the UK and Waverley College in Australia) and principal of Scotch College in Melbourne. Tom joined the board of IBSC in 2012, and served as chair from 2018-2021, before being named executive director in 2022. | 26m 02s | ||||||
| 12/23/24 | ![]() Ben Hulsey ’22 · TWP #21 | Ben Hulsey ’22 is the son of Headmaster Byron Hulsey ’86. Currently a junior at Washington & Lee University, Ben was the senior prefect at Woodberry, where he was also on the track and cross country teams, served on the Oracle staff, and participated in the Woodberry-in-Spain trip. Ben spent several summers working on the Woodberry maintenance crew and is serving as a class volunteer. | 30m 34s | ||||||
| 11/20/24 | ![]() Tom Darden ’73 · TWP #20 | Tom Darden '73 is the founder and chief executive officer of Cherokee, a Raleigh-based company that builds environmental technology businesses and remediates environmentally contaminated real estate. Tom began his career with Bain & Company in Boston, working with Bain from 1981 to 1984. Beginning in 1984, he served for 16 years as the chairman of Cherokee Sanford Group, the largest private brick manufacturing company in the United States and previously the Southeast’s largest soil remediation company. Tom earned a BA from the University of North Carolina at Chapel Hill, where he was a Morehead Scholar, a Master in Regional Planning from the University of North Carolina at Chapel Hill, and a JD from Yale Law School. | 37m 05s | ||||||
| 11/15/24 | ![]() Danielle Coon · TWP #19 | Danielle Coon is the manager of Woodberry's school store, a position she has held since 2022. She has more than seventeen years of progressive experience with retailer American Eagle Outfitters, where she was an award-winning lead store manager. Danielle has extensive expertise in brick and mortar stores, online sales, and visual directives. | 38m 06s | ||||||
| 10/10/24 | ![]() Ted Blain · TWP #18 | Ted Blain came to Woodberry Forest in 1982, where five years later he became chairman of the English Department, a position that he held for more than 30 years. During his tenure at Woodberry, he held the Rufus W. Higginbotham Mastership, 1984-87; the James C. Ambler Chair of English, 1987-2020; and won the George O'Connor Prize for Excellence in Teaching in 1990, 2002, and 2011. Ted is a graduate of Washington and Lee University and holds a graduate degree from the University of Virginia. | 35m 49s | ||||||
| 8/20/24 | ![]() Dr. John P.N. Austin · TWP #17 | Dr. John P.N. Austin became Deerfield Academy’s 56th Head of School in July of 2019. Prior to Deerfield, Dr. Austin served as Headmaster at King’s Academy in Madaba, Jordan, and before that as Academic Dean at St. Andrew’s School in Middletown, Delaware, where he joined the faculty in 1987.A graduate of Williams College, Dr. Austin holds a Master of Arts, Master of Philosophy, and Doctoral degrees in English and Comparative Literature from Columbia University, along with a Master’s degree from the Bread Loaf School of English at Middlebury College.via Deerfield.edu | 32m 27s | ||||||
| 7/1/24 | ![]() Frazier Stowers ’04 · TWP #16 | Frazier Stowers ’04 serves as the co-dean of students for the 3rd and 4th forms and director of Woodberry Forest Sports Camp. Frazier has a long-standing relationship with the Sports Camp, having attended as a boy in the late ’90s, later serving as a counselor and assistant director from 2005 to 2015, and then co-director in 2017 when the camp celebrated its fiftieth anniversary. Frazier’s appointment as director in 2024 marks an exciting moment and a journey coming full circle. Byron and Frazier sat down to reflect on how Sports Camp went this summer. | 28m 17s | ||||||
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