What the Three Days Actually Look Like

It’s one thing to hear

Live STR EVENT

It’s another to see how those days unfold.

We’ve built the schedule so it tells a story:

Day 1

(VIP) about you

your deals, your markets, your plan.

Day 2

about the foundation

markets, lending, and the business models that make sense now.

Day 3

about execution

revenue, AI, systems, and what you’ll actually do once you get home.

Here’s how it plays out.

Day 1 – Friday, July 24

(VIP Only)

The VIP group gathers before everyone else arrives.

The room is small, the questions are specific, and no one is hiding in the back. Bill and Avery start by asking where you are now and where you’re trying to go—not just in “number of doors,” but in life.

From there, the day becomes a series of conversations and hot seats. A cohost might talk through an owner communication problem and walk out with a clearer scope and pricing strategy. An investor might share a deal that looks great on paper until Bill pushes on a few assumptions and the truth about the numbers comes out.

By the end of the day, VIPs aren’t wondering what they might want out of the Bootcamp. They already know what they’re hunting for, and Thursday and Friday become about stacking answers onto the questions they uncovered.

Day 2 – Saturday, July 25

(Main Bootcamp Begins)

On Thursday morning, the bigger room fills. Coffee in hand, workbook open.

The day starts with markets and models. Bill and Avery pull back the curtain on how they’re reading today’s landscape—where saturation is becoming a real problem, where the fear is overblown, and how to avoid chasing yesterday’s wins.

Later, the focus shifts to money.

Brenna and her team from The Mortgage Shop step up and translate “lender language” into plain English. Stories of real approvals and real denials turn into patterns you can recognize: what underwriters liked, what made them nervous, what small changes you can make now that massively improve your odds later.

In the afternoon, attention turns to cohosting and management. This is where Patryk walks through how he learned to say no—how that one decision changed his entire business. You’ll hear what his contracts look like, how he protects his time, and how he built a service that owners respect instead of treat like a commodity.

The day ends with you looking at your notes, seeing how markets, lending, and business model fit together in your situation.

Day 3 – Sunday, July 26

(Revenue, AI, and the Road Ahead)

Friday is where everything gets sharper.

In the morning, you’ll hear from Steve of Casago and from Bill on what separates “another listing in the feed” from a property that consistently outperforms its comps. It’s not just better pictures—it’s story, amenities that actually matter, and pricing that responds to real demand instead of blind hope.

Then the conversation shifts to AI and systems.

This isn’t a generic “AI is the future” talk. It’s live demonstration of how AI can draft guest responses that sound like you, help you compare deals more quickly, and keep your marketing from falling behind, without turning your business into a soulless automation machine.

The final part of the day is about decisions and commitments. You’ll have uninterrupted time to write your next 30, 60, 90 days of action, with instructors in the room to answer questions and challenge vague goals.

By the time you walk out of The Ramsey on Sunday evening, the next 12 months of your STR business won’t be a fog. They’ll be a plan.

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