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Matt Burgy, Head of School


January 16, 2026

Dear Oakridge Family,

At Oakridge, we talk a lot about the importance of Character, and for good reason—it is the bedrock of everything we do. But there is a second, equally vital piece of the puzzle that we focus on every single day: Confidence.

If character is the foundation, then confidence is the engine that actually moves a student forward. However, we have to be careful about how we define that word. In a world of social media filters and "fake it ‘til you make it" mentality, confidence is often mistaken for being the loudest person in the room or, worse, a sort of unearned arrogance. At Oakridge, we are looking for something much deeper and more durable. We’re interested in competence-based confidence.

We all see the pressure our kids are under today. Between the curated perfection of social media and the intense "high-stakes" pressure to never fail, it’s no wonder adolescent anxiety is at an all-time high. This environment often creates a fragile kind of success—students who do great as long as the path is smooth, but who feel like they’re crumbling the moment they hit a pothole.

True confidence is the antidote to that anxiety. It isn’t a voice that says "I’m the best"; it’s a quiet, steady internal belief that says, "I am capable." It’s the mindset that says, "I might not know the answer right now, but I have the grit to figure it out."

This kind of confidence can’t be handed to a student as a gift; it has to be earned. We see it happen in those small, tough moments: the geometry student who wrestles with a proof for three days before the "aha" moment finally hits, the athlete who misses the big shot but spends the whole summer in the gym getting ready for next year, or the artist who feels the fear of a blank canvas but picks up the brush anyway.

When our teachers challenge your children, we aren’t just being "tough." We are intentionally creating the "friction" they need to grow. Every time a student overcomes a real challenge, they are making a deposit into their own internal bank account of competence.

Ultimately, we want our graduates to walk onto a college campus with a mindset that allows them to handle the intensity of a college course. When a professor assigns a massive research paper on a topic they’ve never heard of, we want an Oakridge graduate to think, "I’ve been in deep water before, and I know how to swim. I can handle this." Academic excellence gets them in the door, and character keeps them in the room—but it’s confidence that gives them the courage to speak up, lead, and innovate once they are there. For us as educators, that means knowing when to step in and support, but also knowing when to step back and let a student feel the weight of a challenge. It’s that weight, after all, that builds the muscle.

Thank you for partnering with us as we help your children build a confidence that will last a lifetime.

Warmly,

Matt Burgy
Head of School