Name: The Old Man In The Woods: Life Lessons for Entrepreneurs
Start: 2026-05-26T09:00:00-05:00
End: 2026-05-27T17:00:00-05:00
Location: 16211 Crystal Hills Drive, Austin, TX

The Old Man in The Woods:
Life Lessons for Entrepreneurs
Nearly 30 years ago, Roy started teaching what he had learned and figured out about the world and marketing. Lessons he had learned by spending millions of dollars of other people’s money. He learned what worked, what didn’t and why. Following his trilogy of best-selling business books, Roy’s wife, Pennie, encouraged him to start teaching what he had learned. That was the start of Wizard Academy.
Many of the students were young. They listened. They learned. They went on to build empires of their own.
In the past few years, Roy has told stories and taught lessons in a series of “Roy’s Unstructured Adventures” classes.
Now it’s time for the next generation of Wizard Academy entrepreneurs.
Think of this class as an Unstructured Adventure with a focus on life lessons from a guy who’s been there, done-that, got the t-shirt and brought home the prize.
All entrepreneurs face two questions.
What do they THINK they need to know?
What do they ACTUALLY need to know?
We’d like to answer those questions and help you set a path towards decades of incredible growth and impact.
The class is designed for a young(er) audience.
Will we accept older people?
Of course we will.
But more importantly, we’d love for you to sponsor someone. Or bring a young entrepreneur with you.
This class will explore:
How shortcuts are rarely effective strategies
How to figure out solutions and know when you’re on the right path
How to be seen and stand out without looking desperate
How to pivot from bad outcomes
How to make decisions and act with confidence
How does power realistically work in the world
How judgement and persistence matters more than brilliance
How visibility doesn’t automatically equal success
How to balance ambition and healthy life choices
How trust is fragile and expensive
This is not a class on tactics and tricks. This class is building the framework for a successful career.
ALUMNI PRICING APPLIES
All Wizard Academy alumni (anyone who has taken an on-campus or virtual class) are eligible for the 50% Alumni discount by typing in the word “Alumni” at checkout.
NOTE: If you are an AcadGrad (our favorite way of saying alumni) who wants to send us a young student who needs a price break, please share the code with them and instruct them to put your name in the notes section of the shopping cart so we know who shared their alumni status.
If you want to sponsor a scholarship, make a donation in the amount of the class, or any amount you’d like, on our donations page.
PRO-TIP: If you want to take a class, but you are not yet an alumni and don’t have someone who will share their alumni status with you, you can become an alumni by taking any online class such as the Ad Writing 101 class or the Bona Fide Whisky Enthusiast class. They are each $149.95. All of a sudden, you ARE an alumni. It’s sort of like Dorothy clicking her heels to get back to Kansas, only there’s a bit of money changing hands.