The Educator’s Guide to Money & College | Andy Schneider

Your Money Guide on the Side

Tyler Gardner

Business, Education, Entrepreneurship, Investing, How To

4.9 • 2.4K Ratings

🗓️ 21 April 2025

⏱️ 31 minutes

🔗️ Recording | iTunes | RSS

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Summary

And in case you missed it, check out last week's episode of Your Money Guide on the Side where we answer the question, How do I solve any Financial Problem? What happens when a former English teacher becomes a CFO—and decides to teach everyone around him how money actually works? In this episode, Tyler sits down with longtime friend and campmate Andy Schneider, a career educator and current CFO at an independent school, for a wide-ranging and deeply honest conversation about what we teach (and don’t teach) about money. Andy has worn a lot of hats—boarding school English teacher, PWC consultant, MBA grad, educational administrator—and he brings a rare combo of humility, humor, and clarity to the messy overlap between education, money, and life purpose. You’ll hear: Why Andy left the classroom—and why he came back How business was “demystified” for him in the least expected way What actually drives the cost of college (and why some schools won’t survive) The myth of the “money expert”—and how to choose who you trust What a CFO wishes more teachers asked him (but never do) 🎙️ Plus: The uncomfortable truth about health insurance, school budgeting, and stock-picking competitions in high schools Why college needs a Julliard-style reset for the modern world And why Psychology of Money by Morgan Housel just might be the most important book you’ll ever read This one’s for anyone navigating careers, family, and the growing pressure of financial decision-making in a world that feels increasingly complex and expensive. Whether you're saving for college or trying to explain your 401(k) to your teenager, this episode helps add clarity, confidence, and maybe even some joy to the process. 📚 Education, meet real-world finance. 🐶 Also: Tyler’s dogs make a guest appearance with some strong opinions on college tuition. 🔍 Highlights & Resources: Book: The Psychology of Money by Morgan Housel Concept: Education vs. College (yes, there’s a difference) Tool: Why every good CFO keeps a whiteboard in their office Framework: You don’t need to be a teacher to teach 📬 Subscribe to Tyler’s newsletter for 3 weekly money insights: tylergardner.com 🎧 More episodes at Your Money Guide on the Side

Transcript

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0:00.0	Hello, friends. This is Tyler Gardner, welcoming you to another episode of your money guide on the side,
0:06.1	where it is my job to simplify what seems complex, add nuance to what seems simple, and learn from
0:12.0	and alongside some of the brightest minds in money, finance, and investing. So let's get started
0:17.6	and get you one step closer to where you need to be.
0:27.2	My guest today is a good friend of mine, Andrew Schneider, who I first met at Camp Billings,
0:32.6	a non-profit summer camp in Fairleigh, Vermont, where little-known fact we both learned how to plunge toilets, set tables, and generally just be better people than we were at nine or ten years old.
0:39.3	Andy is a lifelong educator. He began his career teaching English and coaching crew at the high
0:44.0	school and university level. After attending business school, he spent several years consulting
0:48.2	in corporate America, but ultimately and thankfully found his way back to independent schools,
0:53.0	where he has now served as CFO for the
0:55.4	past 10 years, father of three, self-proclaimed highly mediocre triathlete, Yankees season ticket holder,
1:01.8	recovering New York Giants fan, and firm believer that everyone has a responsibility to educate
1:06.6	themselves on the basics of personal finance. I could not agree with him more on this last point.
1:13.2	And one of the primary reasons I wanted to have Andy on the show is he has the ability and the
1:18.2	desire to work with people to get them to understand more about why finance matters in business,
1:23.1	but also in their personal lives. Throughout this conversation, we touch on why he left education,
1:27.9	why he ultimately came back to education, what college may or may not look like in 20 years,
1:33.1	what college tuition may or may not look like in 20 years, and some of the thinkers and texts
1:37.8	that have impacted both of us. And in this episode, you even get to hear what my two bloodhounds
1:42.9	have to think about the increase in
1:44.5	costs of college tuition because they would not let me edit out their thoughts. So, without
1:49.6	further ado, a nuanced and comprehensive conversation with Andy Schneider. You were an English
	...

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