Welcome to Wingin’ It, the official podcast of The Covenant School, hosted by Kali Gaston and Brady Doyle. Each episode brings you closer to the heart of our community with conversations, stories, and updates that celebrate life at Covenant.
From interviews with teachers, coaches, alumni, and students to news and announcements you may have missed, we’re here to keep you in the loop and highlight the people who make Covenant so special. You’ll also hear our unique “Being 3rd” faculty spotlight, plus a lighthearted look at the latest student slang—so you can keep up (or at least try to).
Whether you’re an alum, parent, student, or friend of the school, Wingin’ It is your place to connect, laugh, and learn more about what’s happening across our campuses.
New episodes drop every other Wednesday—find us wherever you listen to podcasts.
Follow along on social at @winginitcovenant and stay connected with The Covenant School at @thecovenantschoolva.
Publisher
The Covenant School
Category
education · kids & family · religion & spirituality
Wingin’ It with Brogan McCutcheon: A Little Fun Goes a Long Way
There’s room for hard work and a little silliness in Brogan McCutcheon’s classroom. Covenant’s sixth grade math teacher joins Kali and Brady to share how clear routines and moments of fun help students connect with each other and feel more comfortable tackling math. From Friday marble races to a student-started rubber duck collection, get to know the teacher making sixth grade a little less intimidating and a lot more memorable. Stay Connected Thanks for listening to Wingin’ It. Follow us ...
21 Oct 2026
Wingin’ It with Betsy Carter: Welcoming Families, Watching Them Grow
Betsy Carter knows Covenant as a parent, a kindergarten teacher, and now its Director of Admissions. In this episode of Wingin’ It, she joins Kali and Brady to share the unexpected path that brought her here, from preparing for medical school to discovering her love for teaching while volunteering in a classroom. With admissions season underway, Betsy offers a look at how her team welcomes prospective families and what she hopes they discover when they visit. From outdoor learning at Birdwood...
9 Oct 2026
Wingin' It with Biology Teacher Mackenzie Farleigh
What happens when the career you never pictured becomes the work you love most? In this episode of Wingin’ It, we sit down with Dr. Mackenzie Farleigh, Covenant’s ninth grade biology teacher, to hear how an unexpected turn brought her from teaching college anatomy and physiology to a high school classroom she now calls her biggest blessing. From testing pH with cabbage juice to student-written songs about the kidneys, Dr. Farleigh shares how hands-on labs, humor, and a few surprising facts he...
23 Sept 2026
Wingin’ It with Becky Lynch: Little Duck, Big Lessons
Kali and Brady kick off the episode with Spirit Week, Homecoming, fall sports, and a shoutout to Patrick Estes before welcoming Pre-K teacher Becky Lynch. Becky shares how a neighborhood bear hunt helped her first Pre-K class stay connected in 2020, why her students begin the school year with a party on the lawn and a parade into the building, and what children learn through play that they may not yet have words to describe. She also tells the story of Little Duck, the real duck who grew up a...
9 Sept 2026
Wingin’ It with Spencer Burton: Middle School, Memories, and Meaning
Season 2 of Wingin’ It kicks off with Head of Middle School/ Head of Hickory Spencer Burton. After 27 years at Covenant, Spencer reflects on what first brought him to the school, why middle schoolers became “his people,” and how being known and taken seriously by his own teachers shaped his approach to education. Along the way, he shares plenty of Covenant memories, from Rockbridge and New York trips to Hannah Montana, Washington Commanders football, and a little wholesome chaos. Stay Conne...
31 Jul 2026
Wingin' It: Hot Ones Edition - Summer Season Wrap-Up
In the heat of the summer, the Wingin' It crew put a spicy twist on our final episode! Inspired by Hot Ones, Brady, Kali, and Ashley answer questions about each other while tackling wings that get hotter with every round. Expect laughs, surprises, and plenty of reactions as we wrap up the season in true Wingin' It fashion. Stay Connected Thanks for listening to Wingin’ It. Follow us on social at @winginitcovenant and keep up with The Covenant School at @thecovenantschoolva. New episodes dr...
13 May 2026
Wingin’ It with Benjie Colberg: From Alumni to Coach
In this episode of Wingin’ It, Covenant alumnus and varsity boys lacrosse coach Benjie Colberg joins the podcast to talk about returning to Covenant after nearly a decade away. He shares stories from his time playing college lacrosse, working in boarding schools, and what led him back to coaching here. Benjie also reflects on this season’s lacrosse team and the culture he’s working to build with his players. Stay Connected Thanks for listening to Wingin’ It. Follow us on social at @wingini...
29 Apr 2026
Wingin’ It: From Covenant to College Athletics
In this episode of Wingin’ It, we sit down with three Covenant seniors who recently signed to compete at the collegiate level. They share how they found their path to playing sports in college, what drew them to their schools, and how the recruiting process challenged and shaped them along the way. Along the journey, friendships and faith played a meaningful role, helping define both who they are and where they are headed. It is a conversation about perseverance, community, and finishing stro...
1 Apr 2026
Wingin’ It with Nikki Shrader: The Heart of Upper School
This week on Wingin’ It, Nikki Shrader joins us to share about senior thesis, her journey in education, and what it means to walk alongside students during some of their most important years. It’s a conversation about growth, purpose, and finishing well. Stay Connected Thanks for listening to Wingin’ It. Follow us on social at @winginitcovenant and keep up with The Covenant School at @thecovenantschoolva. New episodes drop every other Wednesday, so tune in and join us as we wing it together!
18 Mar 2026
Wingin’ It with Andrew & Cullen Juge: Covenant Tennis
This week on Wingin’ It, we recap winter sports, preview upcoming spring events, and sit down with Andrew and Cullen Juge to talk all things Covenant tennis and the impact of the new on-campus courts. Stay Connected Thanks for listening to Wingin’ It. Follow us on social at @winginitcovenant and keep up with The Covenant School at @thecovenantschoolva. New episodes drop every other Wednesday, so tune in and join us as we wing it together!
4 Mar 2026
Wingin’ It with Señor Sawyer: 31 Years of Impact
From Spanish class superlatives to Bolivia adventures and decades of Covenant history, Señor David Sawyer joins the podcast for a warm and laughter-filled conversation about teaching, language, faith, and the joy of forming students across generations. Stay Connected Thanks for listening to Wingin’ It. Follow us on social at @winginitcovenant and keep up with The Covenant School at @thecovenantschoolva. New episodes drop every other Wednesday, so tune in and join us as we wing it together!
18 Feb 2026
Wingin’ It: Meet the Cast of Oklahoma!
From Super Bowl recaps and Snowball highlights to state swim wins and alumni celebrations, we cover it all before welcoming the leads of Oklahoma! to the mic. Hear what goes into rehearsal, tech week, and bringing this classic musical to life at Covenant. Stay Connected Thanks for listening to Wingin’ It. Follow us on social at @winginitcovenant and keep up with The Covenant School at @thecovenantschoolva. New episodes drop every other Wednesday, so tune in and join us as we wing it togeth...
4 Feb 2026
Wingin' It with Dannon Stock: Life at Birdwood
After a holiday break, the Winging It crew is back with campus updates, athletic wins, and a special conversation with Dannon Stock, Head of Lower School, about Birdwood traditions, student formation, and creating lasting memories. Stay Connected Thanks for listening to Wingin’ It. Follow us on social at @winginitcovenant and keep up with The Covenant School at @thecovenantschoolva. New episodes drop every other Wednesday, so tune in and join us as we wing it together!
22 Dec 2025
Wingin’ It with Patrick Estes: Leading Covenant Athletics
This week on Wingin’ It, we welcome Athletic Director Patrick Estes to the podcast. Patrick reflects on his unique path from the NFL to law enforcement to Covenant and how those experiences shape his approach to leadership and athletics. We also cover exciting winter sports updates, favorite school traditions, and recognize a faculty member who goes above and beyond for our community. Stay Connected Thanks for listening to Wingin’ It. Follow us on social at @winginitcovenant and keep up wi...
26 Nov 2025
Wingin’ It: A Conversation on Calling and the Arts with Chris Campanelli
In this episode of Wingin’ It, we welcome Covenant’s Arts Director, Chris Campanelli, for a thoughtful and joy-filled conversation about the heart of the arts at Covenant. Chris shares his journey from teaching English to leading our arts program, the influence of his mentor Jerry King, and how the arts invite our community into beauty, meaning, and worship, especially through beloved traditions like Advent Arts. We also cover winter sports, upcoming December events, highlights from our recor...
12 Nov 2025
Wingin’ It: Seniors Share What House Is All About
Ever wondered what the House Program is all about? In this episode of Wingin’ It, Covenant seniors Kerrigan, Virginia, and Will give us an inside look at how House builds community, leadership, and school spirit across the Upper School. Plus, we cover the latest campus news—from sports victories to one unforgettable bedazzled moment. Stay Connected Thanks for listening to Wingin’ It. Follow us on social at @winginitcovenant and keep up with The Covenant School at @thecovenantschoolva. New ...
29 Oct 2025
Wingin’ It with Covenant Legend: John Collmus
In this episode, we’re joined by Covenant legend John Collmus, who spent 37 years teaching and shaping generations of Eagles. John looks back on the early days of Covenant, the friendships that defined his time here, and a few favorite memories from mission trips in Nicaragua to starting the first lacrosse team. It’s a heartfelt and lighthearted conversation about the moments and people that make Covenant so special. Stay Connected Thanks for listening to Wingin’ It. Follow us on soc...
16 Oct 2025
Wingin’ It with our Head of School: Brad Baggett
Head of School Brad Baggett joins us for a lively conversation full of laughs, stories, and heart. From his path to Covenant to the everyday joys of school life, this episode is all about the people and purpose that make our community shine. Stay Connected Thanks for listening to Wingin’ It. Follow us on social at @winginitcovenant and keep up with The Covenant School at @thecovenantschoolva. New episodes drop every other Wednesday, so tune in and join us as we wing it together!
3 Oct 2025
Meet the Hosts | Welcome to Wingin’ It
In our first episode of Wingin’ It, get to know your hosts Kali Gaston, Ashley Taylor, and Brady Doyle as they share why they started this podcast, what you can expect in future episodes, and how it will keep you connected to The Covenant School community. Stay Connected Thanks for listening to Wingin’ It. Follow us on social at @winginitcovenant and keep up with The Covenant School at @thecovenantschoolva. New episodes drop every other Wednesday, so tune in and join us as we wing it toget...
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
Apple Podcasts (US)
5.0 / 5
9 ratings
Spotify
5.0 / 5
3 ratings
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