How Rob Built $10,000/Month with Just 2 Airbnb Properties (2026 Case Study)
Preston Seo
Rob earns over $10,000 per month in profit from just 2 Airbnb arbitrage properties. Starting as a sales professional with two young kids at home, he joined Legacy Investing Show and quickly locked up two properties that became cash cows—one in his hometown of Louisville, Kentucky, and another in St. Simons Island, Georgia. Today, Rob's short-term rental business generates consistent five-figure monthly income while requiring only a couple hours per week of his time.
This case study breaks down exactly how Rob built this Airbnb arbitrage business, including his exact landlord negotiation scripts, how he found a turnkey property that was already permitted and furnished, and his strategy for building a rockstar remote team without ever visiting the property.
In this article:
Quick Results: Rob's Airbnb Arbitrage Numbers
| Metric | Value | Context |
|---|---|---|
| Monthly Profit | $10,000+ | Combined from both properties |
| Properties | 2 | Louisville, KY & St. Simons Island, GA |
| Louisville Monthly Expenses | $3,600 | All-in (rent + utilities included) |
| Louisville Peak Month Profit | $5,000+ | May (Kentucky Derby) |
| St. Simons Max Capacity | 15 guests | Highest legal occupancy on island |
| St. Simons Features | Pool, hot tub, 4BR/4BA | Plus playground and courtyard |
| Weekly Time Investment | ~2 hours | After systems established |
| Booking Lead Time | 7-10 days | Average for Louisville market |
Rob's Background: From Sales Professional to Airbnb Entrepreneur
You don't need real estate experience to build a successful Airbnb arbitrage business. Rob came from a sales and marketing background with zero property management experience and built a $10,000/month business within months of actively pursuing deals.
Why Airbnb Arbitrage Over Traditional Real Estate
Rob discovered Airbnb arbitrage during the COVID era while watching Instagram videos about financial freedom and investing. He was immediately attracted to the model because of its capital efficiency compared to traditional real estate investing.
The decision came down to a simple comparison: traditional real estate requires saving for a down payment, going through mortgage approval, and tying up significant capital in a single property. Arbitrage allows you to scale much faster because you're not waiting to accumulate enough for 20% down payments on multiple properties.
"I wanted to get into real estate but the idea of okay we gotta get through the process of putting a down payment down and then that ties up your capital versus okay well what if you just do the arbitrage model where you can actually scale a lot quicker."
Rob acknowledges there are tax trade-offs between arbitrage and ownership, but his philosophy is straightforward: generate cash flow faster, scale quicker, and use that income to eventually purchase properties for tax benefits. The arbitrage model is his vehicle for building capital rapidly.
Getting Started with Two Young Kids
Rob was one of the first members to join Legacy Investing Show, but life got in the way initially. He was in school, had two young kids at home, and was wearing a lot of hats. He ended up putting the program off for a while.
When he finally got back into it, his mindset shifted completely. He decided to pick up the phones and start crushing it. His sales and marketing background made it easy to jump in and start conveying the value proposition to property owners, but the real key was simply taking action.
Within a short period of actively pursuing deals, Rob was submitting quality properties to the group almost weekly—deals that consistently looked like winners. What separated him from others wasn't his background; it was his willingness to hit the pavement and make dials.
The Airbnb Arbitrage Journey: Rob's Timeline
First Property: The Turnkey Louisville Deal
Situation: Rob looked in his own backyard and found an already-permitted, already-furnished property in Louisville, Kentucky.
After initially searching in South Florida (where he used to live) without finding deals that made financial sense—likely due to searching during winter when landlords expect premium prices—Rob pivoted to look at his hometown of Louisville.
He called on a house in a great neighborhood near the University of Louisville campus, but also close to bars, restaurants, and local attractions. The owners had a unique story: they had listed the house on Airbnb themselves in February 2020, right before COVID regulations forced them to pivot to long-term rentals. This meant they already understood the model, the house was already furnished, and—most importantly—they already had the short-term rental permit.
"Literally it's as turnkey as it could possibly get. So come January I made a couple changes, put another bed in one of the bedrooms, bought a couple amenities like a fire pit and some yard games... but almost everything in the listing is what I got."
The Deal Structure:
Rob contacted owners in August
Current tenant was leaving in January
Put down deposit as a holding cost
Took over in January with everything ready to go
Negotiated utilities wrapped into the rent payment
All-in monthly expenses: $3,600
First Property Performance:
Launched during slowest season (February)
One slow month (February)
March showed strong performance with $1,500+ profit
April on track for great numbers
May projected at $5,000+ net profit (Kentucky Derby)
Booking inquiries: 2-3 times per week minimum
Second Property: St. Simons Island Remote Setup
Situation: Rob expanded to Georgia with a remote-managed property that sleeps 15 guests with pool, hot tub, and playground.
After Louisville, Rob looked at Jacksonville Beach, Florida but couldn't make the numbers work. He was targeting markets with RevPAR (revenue per available room) above 140-150, a metric another Legacy Investing Show member had shared as a benchmark for viable markets.
He crossed into Georgia, filed for a foreign entity LLC (which took literally five minutes), and immediately called the owners of a unique property on St. Simons Island. The owners had been out of state for three years and were happy to lock in a three-year lease to avoid dealing with tenant turnover.
St. Simons Island Property Features:
Sleeps up to 15 people (highest legal occupancy on the island)
Pool and hot tub
Playground on the property
4 bedrooms, 4 bathrooms
Two king suites with en-suite bathrooms
Giant U-shaped layout with courtyard
Fire pit in the middle
Nothing else like it on the island (without being beachfront)
Unlike Louisville, this property required full setup since the owners weren't furnishing it. Rob had to build an entire remote team from scratch.
How to Choose Markets for Airbnb Arbitrage
Louisville, Kentucky Market Analysis
Louisville works for Airbnb arbitrage because of diverse demand drivers and year-round tourism. Rob was initially surprised by the market's performance—he didn't think people would want to travel there besides for the Kentucky Derby.
Key Demand Drivers:
Kentucky Derby: The biggest annual event, driving premium rates in May
Bourbon Trail: Louisville is the gateway to Kentucky's famous bourbon distillery tours
University of Louisville: Parents visiting students, graduation, sporting events
Downtown attractions: Restaurants, bars, entertainment within 5 minutes
Remote distillery access: 30 minutes to more rural bourbon destinations
Market Performance Indicators:
Average booking lead time: 7-10 days
Consistent inquiries: 2-3 per week minimum
Seasonal pattern: Slow February, strong March-October, peak in May
One-month booking for July-August already secured (digital nomad/extended stay)
Rob's key insight: look in your own backyard first. He knew the Louisville area, understood the neighborhoods, and could easily visit the property. The local knowledge helped him identify a great location near both the university and downtown attractions.
St. Simons Island, Georgia Market Analysis
St. Simons Island is ideal for Airbnb arbitrage because of strong vacation rental demand and favorable regulations. Rob specifically chose this market after Jacksonville Beach numbers didn't work.
Key Market Characteristics:
RevPAR above 140-150: The benchmark Rob used to identify viable markets
Vacation rental destination: Established demand for short-term stays
Landlord-friendly: Owners open to arbitrage arrangements
Supply constraints: Limited properties with Rob's specific features (pool, high capacity)
Rob's Market Research Process:
The St. Simons property stands out because nothing else on the island offers the same combination: pool, hot tub, 15-person capacity, playground, and courtyard—without being on the beach. This differentiation is critical for commanding premium rates and maintaining occupancy.
Airbnb Arbitrage Strategies That Actually Work
The difference between profitable and unprofitable Airbnb arbitrage comes down to execution. Rob attributes his success to four core strategies that most beginners overlook.
Strategy 1: The Win-Win Landlord Pitch
What it is: Positioning yourself as a professional business partner, not a typical tenant seeking to sublease.
Why it works: Property owners have been approached by countless tenants with questionable backgrounds. When you come in as a legitimate business with an LLC, professional operations, and aligned incentives, you stand out immediately.
Rob's approach centers on one core message: this is a win-win for both parties. The landlord gets free property management because Rob is paying them (not the other way around). The property will be maintained better than a typical rental because Rob's income depends on it. If the property isn't well-maintained, no one gets paid.
"It's in my best interest to maintain your place and if not even make it better than where I found it because if I can't book this you don't get paid, I don't get paid, nobody wins. And for almost everybody I've talked to they're like yeah this is a no-brainer."
Key Talking Points Rob Uses:
Professional operation with LLC structure
Free property management (you pay them, not vice versa)
Better maintenance than typical tenants
Aligned incentives (your success depends on property condition)
Stage-ready presentation if they decide to sell
2-4 year stability without tenant turnover
Strategy 2: The Volume Approach to Finding Deals
What it is: Making as many calls as possible and treating rejections as learning opportunities rather than failures.
Why it works: Airbnb arbitrage is a numbers game. The more landlords you talk to, the better you get at the pitch, and the more likely you are to find motivated owners with properties that make financial sense.
Rob's first call was a disaster. He was looking in Fort Lauderdale, and the landlord chewed him up and spit him out. The landlord threw up every objection: concerns about wild parties, worries about what Airbnb does to communities. Looking back, Rob realizes all those objections were easily overcome—but he wouldn't have known that without experiencing the rejection first.
"Get as many nos as you can as quickly as possible. In my sales days that's what it was—the quicker you start to realize okay where am I hitting that stopping point, cool now I'm gonna know that for the next call going in."
Rob's Volume Philosophy:
Rejection isn't personal—they're rejecting the message, not you
Each no teaches you something for the next call
5-6 nos are better than easy yeses (desperate landlords often have bad properties)
Quality improves with quantity—more calls means better pitch refinement
Recording calls reveals problems you can't detect in the moment
Strategy 3: Building a Rockstar Remote Team
What it is: Finding and vetting remote team members through referral networks rather than cold searching.
Why it works: The best cleaners, handymen, and photographers know each other. When you find one excellent team member, they can introduce you to an entire network of reliable professionals.
For his St. Simons Island property, Rob couldn't rely on local presence. He developed a systematic approach to building a remote team from scratch.
Rob's Remote Team Building Process:
Rob interviewed three cleaners for St. Simons. The first two he led the conversation. The third said something that changed everything: "I'm not a cleaner, I'm a Hospitality Group."
"She said if something ever goes wrong with your property I'm showing up to it with a bottle of champagne knocking on the door and saying hi I'm so and so here on behalf of Rob what can I do to make your stay better. And I'm like sold."
What Gala (the cleaner) Provided:
Referrals to her handyman and photographer
Connections to other remote operators who validated her work
Linen service included (cheaper than buying and managing laundry)
Property staging (she staged all the furniture Rob ordered)
Starter kits for guests
Problem-solving on the ground
Coverage from Savannah to Jacksonville
Strategy 4: Listing Optimization for Maximum Bookings
What it is: Strategic photo sequencing and amenity highlighting to show your property's best features immediately.
Why it works: The first five photos on your listing determine whether guests click through or scroll past. Every image needs to sell a specific benefit.
Rob's Louisville listing demonstrates textbook optimization. The property is an older house built in 1909, so the inside doesn't have a ton of common areas. Rather than trying to hide this, Rob maximized the outdoor space and made it the star of the listing.
Louisville Listing Photo Strategy:
"The first five on a listing are super intentional. You want to show off what is the cool spot about this... The inside of the house doesn't have a ton of common areas so it's like what can we do with what we have."
Additional Listing Optimizations:
Roku TVs with guest mode: Guests can sign into streaming services, then get signed out automatically
Professional photography: Rob found a photographer who had shot another Airbnb across the street—they knew exactly what to capture
Amenity investments: Fire pit, yard games, grill, outdoor furniture
Guest communication: Text updates during stays show responsiveness
Rob's Airbnb Arbitrage Results: The Numbers
Rob generates over $10,000/month in combined profit from 2 properties. Here's the complete financial breakdown of his Airbnb arbitrage business.
Louisville Property Financial Breakdown
| Category | Amount | Notes |
|---|---|---|
| All-In Monthly Expenses | $3,600 | Rent + utilities included (negotiated) |
| February Net | Slow month | First full month, launched during slowest season |
| March Net Profit | $1,500+ | First real month of performance |
| April Projected | Strong | On track for solid numbers |
| May Projected | $5,000+ | Kentucky Derby month (peak season) |
| July-August | Big payout | Full month booking already secured |
St. Simons Island Property Economics
| Feature | Value | Competitive Advantage |
|---|---|---|
| Max Capacity | 15 guests | Highest legal occupancy on island |
| Bedrooms/Baths | 4BR/4BA | Two king suites with en-suite |
| Pool + Hot Tub | Yes | Premium amenity for vacation market |
| Playground | On property | Family-friendly differentiation |
| Lease Term | 3 years | Stability for both parties |
| Market Position | Unique | Nothing else like it without being beachfront |
Combined Portfolio Goals
Rob's target for the year: recoup all startup investments and generate $30,000-$40,000 in additional profit on top of that. Given the trajectory of both properties, this is entirely realistic.
Key Milestones Achieved:
Secured first property within months of actively pursuing deals
Negotiated turnkey deal with permit and furnishing included
Built entire remote team without visiting St. Simons property
Launched Louisville during slowest season and still achieved positive cash flow
Locked in 3-year lease providing long-term stability
Systems established requiring only ~2 hours/week
Airbnb Arbitrage Lessons: What Rob Learned
These five lessons took Rob from overwhelmed beginner to $10,000/month Airbnb entrepreneur. Each one came from real experience and could save you months of trial and error.
"Don't sit on the sidelines guys. If you fail you fail, but you don't get anywhere by sitting on the sidelines."
Lesson 1: Get Your Nos Fast
The Mistake: Avoiding rejection by not making calls, or taking rejections personally.
What Rob Learned: His first call was brutal—the landlord threw every objection at him about parties, community impact, and property concerns. But looking back, every single objection was easily addressed. He only learned the answers by experiencing the rejection first.
Why This Matters: Each no teaches you something. Five or six rejections leading up to a great property is better than immediate yeses from desperate landlords with bad properties.
"The funny thing is looking back on it the guy that the first guy I talked to all the objections he threw up were all things that are very easily overcome... had I not had that first conversation you know I wouldn't be able to have the wins that came after it."
Lesson 2: Frame It as a Win-Win
The Mistake: Approaching landlords as if you're asking for a favor or trying to sneak past their defenses.
What Rob Learned: When you position Airbnb arbitrage as a massive value proposition for the landlord—free property management, better maintenance, aligned incentives—most say it's a no-brainer.
Why This Matters: Landlords have been approached by sketchy tenants trying to secretly sublease. You're coming in as a professional operation that will treat their property better than anyone else because your income depends on it.
Lesson 3: Look in Your Own Backyard First
The Mistake: Searching in unfamiliar markets without local knowledge or presence.
What Rob Learned: Rob initially looked in South Florida because he used to live there. The deals didn't work—probably because he was searching during winter when landlords expect premiums. When he looked in Louisville, his hometown, he found a turnkey deal almost immediately.
Why This Matters: Local knowledge helps you identify good neighborhoods, understand seasonal patterns, and visit properties easily. You can always expand to remote markets once you've built experience.
Lesson 4: Find One Rockstar and Get Their Network
The Mistake: Trying to build a remote team through cold searching and random hires.
What Rob Learned: When he found Gala (who calls herself a Hospitality Group rather than a cleaner), she provided her entire team: handyman, photographer, and connections to other remote operators who validated her quality. One great hire unlocked an entire network.
Why This Matters: In vacation rental markets, the best service providers know each other and work together. Finding one rockstar gives you access to their entire ecosystem of reliable professionals.
"I specifically want you to give me people that do not live in the area that are doing this all remotely and both of them I talked to said we could not do what we do if it were not for her."
Lesson 5: Build Systems That Run Without You
The Mistake: Treating Airbnb hosting as a job that requires constant attention.
What Rob Learned: After setting up systems, Rob spends only a couple hours per week on his Louisville property. Most time goes to tweaking automated messages in Guesty, checking Price Labs for pricing health, and occasional property visits. The St. Simons property will run the same way once fully launched.
Why This Matters: If your Airbnb business requires constant attention, you've built a job, not a business. Proper automation makes scaling possible and keeps the work manageable.
Best Tools for Airbnb Arbitrage: Rob's Tech Stack
Rob manages 2 properties with minimal weekly time using these tools. Here's the complete tech stack that powers his $10,000/month business.
Essential Tools Overview
| Category | Tool | Purpose | Why Rob Chose It |
|---|---|---|---|
| Property Management | Guesty | Central operations hub | Automated messaging, calendar management, guest book |
| Dynamic Pricing | Price Labs | Automated rate optimization | Rule sets plus market-aware pricing; monitors listing health |
| Cleaning Coordination | Turno (TurnoverBnB) | Cleaner scheduling | Integrates with Guesty via API; automates assignments |
| Security/Monitoring | Ring | Property monitoring | See when cleaners arrive, monitor for issues |
| Listing Platforms | Airbnb, VRBO, Booking.com | Multi-channel distribution | Maximize exposure and bookings |
| Furnishing | Wayfair Pro | Furniture and amenities | Professional pricing, quality items at scale |
Guesty: Property Management Hub
What it does: Centralizes all property management tasks—messaging, bookings, calendar, guest communication.
How Rob uses it: Manages automated messaging sequences, creates digital guest books with check-in instructions, syncs calendars across platforms. Most weekly time goes to tweaking messages and ensuring automations are running correctly.
Pro tip: Set up comprehensive automated messages before launching. Include everything guests might ask about in the initial check-in sequence to reduce back-and-forth.
Price Labs: Dynamic Pricing
What it does: Automatically adjusts nightly rates based on demand, seasonality, and market conditions.
How Rob uses it: Creates rule sets that work alongside Airbnb's native pricing. Checks listing health weekly to ensure prices are competitive. Lets the algorithm handle day-to-day adjustments while monitoring overall performance.
Pro tip: Rob notes that with Price Labs, occupancy rates haven't suffered at all. The key is setting up rules once and letting the system work.
Turno (TurnoverBnB): Cleaning Coordination
What it does: Schedules cleaners automatically based on checkout/check-in times; integrates with property management systems.
How Rob uses it: For Louisville, found his cleaner through the platform. Turno vets everyone and shows reviews from other hosts. Rob can attach his cleaning checklist to jobs and track completion. API integration with Guesty means automatic scheduling.
Pro tip: Clean your property yourself first (if local) to understand exactly what needs to happen. This lets you create a comprehensive checklist for your team.
Ring: Property Monitoring
What it does: Provides video monitoring of property exterior.
How Rob uses it: Monitors when cleaners arrive, checks for any unusual activity, verifies guests are following house rules. Provides peace of mind for remote management.
Pro tip: Position cameras to see cleaner arrivals and outdoor spaces without invading guest privacy.
Wayfair Pro: Furnishing Source
What it does: Professional-grade furniture and amenities at discounted prices.
How Rob uses it: Sources beds, outdoor furniture, fire tables, and amenities. The Pro account provides better pricing for volume purchases. Used extensively for St. Simons Island setup.
Pro tip: Rob highly recommends setting up a Wayfair Pro account before furnishing your first property.
Rob's Advice for Airbnb Arbitrage Beginners
"Do your diligence obviously before starting anything, but you don't get anywhere by sitting on the sidelines."
If Rob were starting over today, here's exactly what he would do:
Step 1: Stop Sitting on the Sidelines
Rob's number one piece of advice: pick something and get into it. If you fail, you fail—but you learn and iterate. He toyed with ideas about where to invest and what to do before finally committing to Airbnb arbitrage. The moment he stopped analyzing and started calling is when everything changed.
The difference with this business is that you have a community of people dedicated to helping you succeed. When Rob found what he thought was a great deal in Fort Lauderdale, another member (Dustin) talked him out of it. That prevented a bad decision and redirected him toward St. Simons Island.
Step 2: Know That It Takes Work
Rob is clear: while the income can become passive, getting it to that point is not passive at all. You're building a business—a collection of systems that work efficiently. The first property takes the most effort because you're learning everything. But once you figure out how to make it happen, you can copy and paste that process wherever you go.
The key is commitment. Put on blinders (like Derby horses), pick something, go at it for 12 months, and then decide if you want to expand or try something else.
Step 3: Smile and Stand Up
For the phone calls that determine your success, Rob shares two tactical tips:
Smile while you talk: It comes through in your voice and makes you sound confident and friendly
Stand up during calls: It increases your energy and prevents you from sounding flat or defeated
These small adjustments make a significant difference in how landlords perceive you. If you sound defeated or uncertain, why would they trust you with their property?
Step 4: Remember the Value You Bring
Most landlords have never been approached with this offer. You're coming in after they've dealt with questionable tenants, maintenance headaches, and unreliable renters. You're offering professional management, better property care, and aligned incentives.
"There is a ton of value that you're bringing to the table that I guarantee none of these people have heard... you're coming in as a company that's like we're going to take care of your place, we're going to furnish it, we're going to maintain it and leave it better than you found it."
Be confident about what you're offering because it's genuinely valuable. The landlords who understand this will be excited to work with you.
Watch Rob's Full Interview
Video highlights:
0:00 - Introduction and background
4:30 - Why Rob chose Airbnb arbitrage over traditional real estate
8:15 - Overcoming the first rejection and learning from nos
12:00 - The win-win landlord pitch breakdown
16:30 - Louisville property walkthrough and listing strategy
22:00 - St. Simons Island remote team building
27:45 - Building systems for passive management
31:00 - Advice for beginners
Frequently Asked Questions
How much money can you really make with Airbnb arbitrage?
Rob generates over $10,000/month in combined profit from just 2 properties. His Louisville property nets approximately $5,000 during peak months like May (Kentucky Derby), while his St. Simons Island property with 15-guest capacity, pool, and hot tub generates substantial returns. Individual results vary based on market selection, property quality, and operational execution.
The key factors in Rob's success: finding turnkey or high-potential properties, negotiating favorable lease terms (like utilities included), and building efficient systems that minimize time investment.
Is Airbnb arbitrage still worth it in 2026?
Based on Rob's results, absolutely. He launched his Louisville property during the slowest season (February) and still achieved positive cash flow within the first month. By May, he was projecting $5,000+ profit from a single property.
The market continues to favor operators who differentiate their properties, choose markets wisely, and execute professionally. Rob's St. Simons Island property exemplifies this—nothing else on the island offers the same combination of features without being beachfront.
What's the biggest risk with Airbnb arbitrage?
Rob identifies several risks he actively manages:
Seasonality: Louisville is slow in February but peaks in May. Rob manages this by choosing properties in multiple markets with different seasonal patterns and securing long-term bookings when possible.
Finding Good Deals: Not every property makes financial sense. Rob turned down multiple deals that looked good on paper but didn't pencil out. The Legacy Investing Show community helped him avoid at least one bad deal in Fort Lauderdale.
Remote Management: The St. Simons property required building an entire team without ever visiting. Rob mitigated this by finding one excellent cleaner who provided her entire network of reliable professionals.
Start Your Airbnb Arbitrage Journey
Ready to build your own Airbnb arbitrage business like Rob?
Learn more about Legacy Investing Show
Related Success Stories
How James Built $7,000/Month in 57 Days While Working Full-Time
How Micah Made $5,000 His First Month with One Facebook Message
Helpful Resources
About Legacy Investing Show
Legacy Investing Show is Preston Seo's comprehensive Airbnb arbitrage training program. Since founding, the program has:
Trained 2,000+ students across the United States
Generated $10M+ in cumulative student revenue
Built an active community of short-term rental investors
Produced numerous students earning $10K+/month
Preston Seo created Legacy Investing Show to teach the exact systems that scaled his business, providing the mentorship, scripts, and community that accelerate success.
Learn more about the program | Watch free training
This case study is based on Rob's video interview conducted in April 2023. All statistics and quotes are directly from Rob's experience. Individual results vary based on market, effort, and capital invested.
Last updated: April 17, 2026
Preston Seo
Real estate investor and financial educator helping people build generational wealth through smart investing strategies.
Frequently Asked Questions
Rob generates $10,000/month in profit from just 2 properties. His Louisville property nets approximately $5,000 in peak months like Derby, while his St. Simons Island property (sleeping 15 guests with pool and hot tub) generates significant cash flow. Combined monthly profit averages over $10,000.
Yes. Rob started in early 2023 and quickly scaled to $10,000/month with just 2 properties. His Louisville property launched during the slowest season (February) and still achieved positive cash flow within the first month. Success depends on market selection, landlord negotiation, and operational efficiency.
Rob's approach focuses on creating win-win scenarios. He positions himself as a professional business owner, not a typical tenant. Key talking points: free property management, maintaining the property better than when found, having LLC protection, and aligning incentives (if property isn't maintained, nobody gets paid). Most landlords say it's a 'no-brainer' when framed this way.
Rob's Louisville property was turnkey (already furnished by owners who previously ran it as an Airbnb), requiring minimal upfront investment. He negotiated utilities included in rent for all-in expenses of $3,600/month. For St. Simons, he invested in furnishing but leveraged Wayfair Pro accounts and referral networks to minimize costs.
Rob operates in Louisville, Kentucky (bourbon tourism, Kentucky Derby, University of Louisville) and St. Simons Island, Georgia (vacation destination with strong RevPAR above 140-150). He recommends looking in your own backyard first, then expanding to high-RevPAR markets with year-round demand.
No. Rob came from a sales and marketing background with no real estate experience. His sales skills helped with landlord negotiations, but he emphasizes that anyone can learn through practice. His advice: get as many nos as quickly as possible to refine your pitch.
Rob found his St. Simons team by identifying top cleaners in the area, then asking for their referrals. One cleaner (who calls herself a 'hospitality group' not just a cleaner) provided her entire team: handyman, photographer, and connections. She offered linen service, problem-solving, and even stages properties.
Based on Rob's results, absolutely. He credits the program's scripts for landlord negotiation, the community for deal analysis (other members talked him out of bad deals), and the system for building confidence. He achieved $10,000/month profit within months of actively pursuing properties.
Rob spends only a couple hours per week on his Louisville property once systems are set up. Time goes to monitoring in Guesty, checking Ring cameras, visiting the property occasionally, and tweaking automated messages. The St. Simons property requires more setup time initially but will be similarly passive once running.
Rob chose arbitrage to scale faster without tying up capital in down payments. While owning provides tax benefits, arbitrage allows quicker cash flow generation. Rob's goal is to generate enough cash flow from arbitrage to eventually purchase multi-family properties for tax advantages while keeping his STR portfolio for income.