Smart Money: Women’s Short-Term Rental Investor Intensive
Upcoming Workshop
Learn data-driven market analysis, regulations, financing, and design from Triangle experts in downtown Cary. Then experience what no conference can offer: an exclusive tour and catered lunch inside Bramble—a top-performing Cary STR where you'll see first-hand how data and design come together to drive success.
From curious to confident in one morning.
20 Spots
Left
Stop Guessing. Start Investing.
A half-day intensive for professional women ready to build wealth through short-term rental investing- backed by data, not hype.
Date: Friday, May 1st 2026, 9:00 am - 2:00 pm
Location: Town of Cary Townhall Building + Property Tour right around the corner
Investment: $250 | Includes catered lunch & materials
You’ve Heard the Whispers
Your colleague casually mentioned that her Airbnb brings in $4,000 a month. Your friend inherited a property and turned it into a thriving rental. Social media is full of women building wealth through real estate.
And you’re thinking: “Could I do that?”
The answer is yes. But not by following some guru’s get-rich-quick formula or diving in blind.
You need what every smart investor needs: real data, honest guidance, and a clear roadmap.
This isn’t another online course you’ll never finish. This is a half-day, in-person, intensive where you’ll learn form people actively doing this work- in your market, right now. And unlike any other real estate class, you’ll walk through an actual top-performing short-term rental property and see exactly what success looks like.
Triangle Expertise. Universal Application.
Yes, our speakers are local. Yes, we’ll tour a Cary property. But the strategies? They work anywhere.
The fundamentals of smart STR investing don’t change whether you’re buying in Asheville, Atlanta, or Austin. Market analysis, regulation navigation, financing strategies, design principles, operational systems - these skills transfer.
01/ Market Analysis
Learn to analyze occupancy rates, seasonal trends, and competitive positioning in any market. No guesswork - just clear frameworks for identifying profitable opportunities.
02 / Funding and Performance
Learn financing options, realistic revenue projections, and how to calculate if a property will actually be profitable. From loan approval to cash flow confidence.
03 / Hospitality Design Thinking
Discover the ROI behind furniture choices, amenities, and the order of your listings photos. Learn to think like a guest and design spaces that earn 5-star reviews and repeat bookings.
You’re ready. But the Real Estate World Wasn’t Built for You.
The information out there falls into two camps:
“Buy My Course” Hype
Flashy promises, zero substance. Make $10K a month in your sleep! Quit your job in 90 days! (Sure, if you ignore regulations, risk, and reality.)
Numbers Over Noise
What’s missing? Clear, honest education for smart professionals who refuse to gamble with their financial future.
You don’t need motivation. You need information.
You don’t need hype. You need a roadmap.
You don’t need to be talked down to. You need someone to translate the data without the BS.
That’s exactly what this event delivers.
Gatekeeping Jargon
Dense Terminology, bro culture, and the assumption you already speak the language. Not helpful when you’re just starting from scratch.
WHAT YOU’LL WALK AWAY WITH
From Curious to Confident in One Morning
This isn’t theory. It’s practical, actionable intelligence you can use immediately.
By 2:00 pm, you’ll know:
✓ How to read market data before you invest a single dollar
✓ Where short-term rentals are legal in the Triangle (and all over)
✓ What financing options exist and what lenders actually look for
✓ How to design a property that drives bookings (not just looks pretty)
✓ Which partners you need on your team and how to vet them
✓ The real numbers behind a successful STR—occupancy rates, revenue, expenses
✓ Whether to invest locally or go remote (and how to decide)
✓ Your next three steps to move from interested to invested
Most Importantly: You’ll know if this is right for you. Not every investment is for everyone. We’ll give you the clarity to make that decision confidently.
Your Half-Day Roadmap
MORNING SESSION | Townhall Building, Cary
9:00 AM - 12:00 PM
9:00 - 9:15 | Welcome & Introductions
Meet your fellow investors. Set intentions. Get comfortable.
9:15 - 9:45 | The Data Foundation
Why most Airbnb investments fail—and what the data shows about smart market selection. Learn the framework for analyzing ANY market (we'll use Triangle examples, but the methodology works everywhere).
9:45 - 10:15 | Regulations & Reality Check
Regulations are nuanced from city to city and matter deeply when it comes to feasibility of your investment. Hear from national STR regulations expert about what to look for, red flags, and unicorn situations.
10:15 - 10:30 | Break
10:30 - 11:00 | Financing Your Investment
Loan products for STR properties. Down payments. Creative financing. What lenders look for. Presented by Movement Mortgage.
11:00 - 11:30 | STR Tax Benefits: Beyond Basic Deductions
Understand cost segregation analysis and material participation requirements to maximize tax advantages and accelerate depreciation on your investment property.
MIDDAY EXPERIENCE | Bramble Property, Cary
11:30 - 12:30 - Arrive at the property, be served catered lunch, network
12:30 - 1:15 | Property Design Deep-Dive & Case Study
Step inside Bramble—a consistently top-performing Cary short-term rental. Walk through each room with the designer who created it. See the specific choices that drive 5-star reviews and repeat bookings.
1:15 - 1:35 | Design for Performance, Not Just Pretty
Understand budget allocation priorities, guest experience touchpoints, and photography that converts browsers into bookers—strategic design as a revenue driver.
1:35 - 1:50 | Your Investment, Your Terms: Building a Remote-Ready Operation
See how the right partner ecosystem—cleaning, maintenance, guest services—lets you invest anywhere while maintaining full ownership and control.
1:50 - 2:30 | Final Networking and Questions
Your opportunity to ask all the questions from our experts, build your local tribe of investor friends, and connect with those who have been in your shoes, deliberating on the edge of what’s next.
The Experience No One Else Can Offer
Most real estate classes show you slides. We're showing you a real property.
Bramble isn't just beautiful—it's profitable. Consistently booked, highly rated, and designed with intention using the exact data-driven approach we teach.
During your tour, you'll see:
How target audience research shaped every design decision
The ROI behind specific furniture and decor choices
Photography angles that convert browsers into bookers
Small details that earn 5-star reviews
Real performance data: occupancy, ADR, revenue
This is the moment everything clicks. You'll stop seeing properties as homes and start seeing them as investment vehicles. You'll understand what "strategic design" actually means. You'll leave with a clear vision of what you want to create.
This tour alone is worth the price of admission.
Why tour a local property if I'm investing elsewhere?
Because seeing is believing. You need to understand what "investment-grade design" looks like in person—the materials, the flow, the details.
These principles transfer to any market. Plus, you'll see the data behind the decisions, which is the real education. Whether you invest in the Triangle, the mountains, or across the country, you'll know what success looks like and how to recreate it.
This Event Is For You If...
✓ You're a professional woman ready to diversify your income
✓ You're tired of watching others build wealth while you stay on the sidelines
✓ You have access to $50K-100K to invest (or will soon)
✓ You want to make data-backed decisions, not emotional ones
✓ You're willing to learn but refuse to be talked down to
✓ You value community and want to connect with women on the same path
✓ You're in the Triangle area or considering investing here
✓ You're considering investing outside the Triangle (and want to learn the framework)
✓ You want to invest remotely and need to understand how to do it right
✓ You're inheriting property and exploring your options
✓ You already own a rental but it's underperforming
This Event Is NOT For You If...
✗ You're looking for get-rich-quick schemes
✗ You expect passive income with zero work
✗ You're not willing to invest time in learning
✗ You're just browsing with no intention to act
We're building a community of serious, capable women. If that's you, you belong here.
Your Investment
$250 per person
Includes:
Half-day intensive workshop (5 hours of education)
Market analysis framework applicable to any US market
All workshop materials and resources
Exclusive tour of top-performing STR property
Catered lunch and beverages
Networking with speakers and fellow investors
Partner directory (vetted lenders, designers, operators)
30-day post-event email support
Limited to 20 Women
Small group size ensures you get your questions answered and make real connections. When we sell out, we sell out.
Secure Your Spot Now
Questions? Email us at [contact@dataleddesigns.com]
Frequently Asked Questions
-
No! This event is designed for both aspiring investors and current owners looking to optimize. Most attendees will be in the research phase.
-
Perfect! While our speakers and examples are Triangle-based, the education is designed to be universally applicable. You'll learn the frameworks and systems that work in any market—how to analyze market data, navigate local regulations, build remote teams, and make data-driven decisions wherever you invest. Many successful STR investors own properties hours away from where they live. We'll show you how to evaluate ANY market, not just ours.
-
This is a women-only event to create a safe space for learning and vulnerability. Partners are welcome to attend future co-ed events.
-
Full refund if you cancel 2+ weeks before. 50% refund if you cancel 1-2 weeks before. No refunds within 7 days of event.
-
The classroom portion will be recorded for attendees only. The Bramble tour is in-person only and won't be recorded to protect the property.
-
Just yourself and a notebook. We'll provide all materials. Dress in a way that makes you comfortable. We will be sitting and networking most of the day.
-
Yes! Catered lunch and beverages included. We'll accommodate dietary restrictions (note them during registration).
Women Building Wealth, One Smart Decision at a Time
You've been capable all along.
You just needed the right roadmap.
This is where it starts.
Friday, May 1st, 2026 | 9:00 am - 2:00 pm | Cary, NC
Want to get on the email list for the next event?
We have wonderful STR education and social networking events in the works. If you would like to join our community please fill out the form below.
