
Jonathan Winn
Headmaster of Oak Grove Classical Academy in Albuquerque, New Mexico, and guest on the school's Growing Classically podcast.
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Sep 17, 2026
Oak Grove Classical Academy's Core Virtues: Humility
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Ryan GilmoreHOST
Why does our school elevate humility as a core virtue rather than assuming that it'll just develop on its own?

Jonathan WinnGUEST
First of all, fundamentally, we understand human nature, that we are not naturally given to be virtuous, sadly, unfortunately.

Jonathan WinnGUEST
And I would say anyone that has lived a decent period of time in this earth and is self-aware, the evidence that we are naturally virtuous is abundant.

Jonathan WinnGUEST
We elevate this as a core virtue because humility is fundamental for human flourishing and for growing in wisdom.

Jonathan WinnGUEST
For example, I think it was Augustine who said that you cannot love unless you are humble.

Jonathan WinnGUEST
You cannot love from a place of pride, right? You have to have humility in order to truly love someone else.
7 MINS LATER

Ryan GilmoreHOST
And so in light of this, what are the early signs humility is actually taking root and what might be some evidence for parents and teachers to patiently expect to see in their children or in their students? Yeah.