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STR School

Everything nobody told you before you bought the house.

Eleven levels, 66 lessons, 113 plain-English definitions. Written by someone who owns and runs these properties in Central Florida, for people who are about to.

Milo tells you what it costs. Cooper asks what you were too polite to.

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All 66 lessons are written, plus 113 glossary entries and a 25-question final exam. Free, no login, no email gate — and it stays that way.

From the Assumption Graveyard

“The HOA allows short-term rentals.”

The county zoning allowed it. The recorded HOA declaration — a different document nobody asked for — set a 30-day minimum. The violation letter arrived three weeks after closing.

$10,200 a year bleeding, or about $33,600 to sell and get out.

See the other eleven →

The path

Eleven levels, start to finish

1

Preschool🔑

So You Wanna Be a Host

What this business actually is, who it suits, and what a real week looks like once the photos are taken.

2

Kindergarten

Speak Airbnb

The vocabulary. Six terms carry most of the meaning in this industry and everyone uses them as if you were born knowing them.

3
4

Middle School

The Assumption Graveyard

The heart of the course. Twelve confident assumptions, what each one actually costs, and how to never get burned by it.

5
6

High School🧹

Your Crew

Your cleaner is more important than your realtor. Building the bench that keeps a house running on a Saturday.

7

Undergrad Freshman🛡

Protect the Asset

Insurance that actually pays, entity structure in plain English, and what you can really recover after a bad guest.

8
9
10

Undergrad Senior

Buying the Right Property

Rules first, returns second. What to verify in which contract window, and what to budget beyond the purchase price.

11

Graduation🎓

Pick Your Path

Self-manage, co-host or hand it over — then your first 90 days, week by week. Finish with the exam and your certificate.

Badge shelf

Nine to collect

Let's Talk

Got a property in mind?

The course is free and it always will be. If you want somebody to look at a specific house with you, that is what I do for a living.

Call or Text
863-443-6890
Serving
Orange, Osceola & Polk Counties, Florida

Get a straight answer

I read every one of these myself. Usually back to you same day.

By sending this you're asking me to reach out — nothing more. No obligation, no representation agreement, and I don't sell or share your information.