Podcast artwork thumbnail for Growing Classically

Growing Classically

Ryan Gilmore, Jonathan Winn

Booking Overview

A niche education show focused on Christian classical and university-model schooling, character formation, and teaching practices, with occasional conversations featuring Oak Grove educators alongside host-led episodes. Credible pitches include classical-education leaders, Christian-school administrators, experienced teachers, and experts in character education or learning theory; booking difficulty is likely low because guests are generally accessible education professionals rather than nationally prominent figures.

Metrics

Episodes: 25

Frequency: Irregular

Rating: 5.0/5.0

Estimated listeners: 100 - 1,000

Gender skew: Neutral

Listener location: USA

Contact Information

Publicly listed emails

info@oakgroveowls.com

ryan.gilmore@oakgroveowls.com

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Host

Ryan Gilmore - Host and educator associated with Oak Grove Classical Academy, focusing on Christian classical education, teaching, and student character formation.

Jonathan Winn - Educator associated with Oak Grove Classical Academy, contributing to discussions of Christian classical education and virtue formation.

Booking Intelligence

Booking Requirements

low
Typical Credentials:  
Classical-education teachers and administrators, Christian-school leaders, curriculum specialists, and experienced educators with practical expertise in teaching, learning, or character formation.
Required Achievements:  
Leadership or teaching experience in classical or Christian education, Practical expertise in curriculum, pedagogy, student formation, or teacher development

Recent Guest Discussions

Michelle Stevens - Review And Application In Teaching, Socratic Dialogue, Active Use Of Knowledge, And Helping Students Move From Exposure To Ownership Of Learning.

Cara Pilgreen - The Learning Process, Active Reproduction Of Knowledge, Understanding, Expression, Proof, Application, And Cultivating Deep Learning.

Recent Topics

Education, Classical Education, Christian Education, Character Education, University Model Education

Episodes

Here's the recent few episodes on
Growing Classically
:

Oak Grove Classical Academy's Core Virtues: Integrity

October 08, 2026

 Integrity is wholeness and completeness as a person. Without it, we can never be fully alive and fully living healthily in our relationships. So to be a healthy and full person, we have to have integrity.In this fifth and final episode of the series, Ryan Gilmore and Jonathan Winn explore integrity as one of Oak Grove Classical Academy’s four core virtues. They discuss integrity as wholeness and consistency, where a person’s identity, beliefs, words, and actions are aligned with the truth an...

Oak Grove Classical Academy's Core Virtues: Courage

October 01, 2026

 Without courage, our lives fall apart. Our society, our world falls apart. Selfishness and all the wickedness in the world that flows from it, is impossible to overcome without courage.In this fourth episode of the five-part series, Ryan Gilmore and Jonathan Winn explore courage as one of Oak Grove Classical Academy’s four core virtues. They discuss why courage is not the absence of fear, but the willingness to face fear and difficulty with a clear vision of what is true and good, and why co...

Oak Grove Classical Academy's Core Virtues: Diligence

September 24, 2026

 Diligence matters because it is the virtue of esteeming, loving, and being zealous for what matters and what lasts in this world. That which is true, good, beautiful, and ultimately, brings God glory.In this third episode of the five-part series, Ryan Gilmore and Jonathan Winn explore diligence as one of Oak Grove Classical Academy’s four core virtues. They discuss how true diligence differs from both laziness and workaholism, why it requires a proper perspective on work and its purpose...

Frequently asked questions

Here's some frequently asked questions for
Growing Classically
:

How do I get in touch with Growing Classically?

Growing Classically is hosted by Ryan Gilmore and Jonathan Winn. Its publicly listed emails are info@oakgroveowls.com and ryan.gilmore@oakgroveowls.com. For guest bookings, the host or producer is usually the best person to reach. Podseeker helps you find direct host and producer contacts and pitch from your own inbox.

What is the email for Growing Classically?

The publicly listed emails for Growing Classically: info@oakgroveowls.com and ryan.gilmore@oakgroveowls.com.

How many listeners does Growing Classically have?

Podseeker estimates Growing Classically reaches 100 to 1,000 listeners per episode. Only the publisher has exact numbers.

Who is an ideal guest for Growing Classically?

Growing Classically typically books working professionals with real expertise. Typical guest background: Classical-education teachers and administrators, Christian-school leaders, curriculum specialists, and experienced educators with practical expertise in teaching, learning, or character formation. Common among recent guests: Leadership or teaching experience in classical or Christian education; Practical expertise in curriculum, pedagogy, student formation, or teacher development. Recent guests include Michelle Stevens and Cara Pilgreen.

How hard is it to get booked on Growing Classically?

Low. A guest with relevant expertise and a clear angle for its audience has a realistic chance.

What topics does Growing Classically cover?

Recent episodes cover Education, Classical Education, Christian Education, Character Education, and University Model Education. Pitch an idea tied to one of these topics and mention a recent episode.

Publicly listed emails

info@oakgroveowls.com

ryan.gilmore@oakgroveowls.com

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