Gather Circle

Everything you need to own a profitable vacation rental

Everything it takes to own a profitable vacation rental, under one roof

We help families build wealth and create more freedom through short-term rentals. Built for busy people who want to invest, but don’t have time to learn a whole new business.

A family arriving at a welcoming woodland vacation home

01

$140M+

Real Estate aquired premium residential and commercial properties.

02

105+

Guided buyers from due diligence

to successful closing.

03

100%

All the properties we’ve helped our clients buy have been profitable.

04

87%

Of clients return to work with us

on their next property acquisition.

STRs can be profitable, but without the right system, they’re a full-time job.

High earners have the capital. What they don't have is the time to learn a new business, the network to close creative deals, or the systems to run a property from another city.

No clear plan

Choosing a location, property, and budget can feel confusing. Without a clear plan, you may spend time comparing options without knowing where to start.

Deals fall apart

Creative finance contracts are hard to understand. You need to follow each step

and meet every deadline to keep the deal moving forward.

Properties underperform

A rental that looks like others may struggle to get bookings. Poor day-to-day management can leave guests unhappy and lead to fewer positive reviews.

Taxes eat the return

Short-term rentals may offer tax benefits with the right setup. Without it, you could miss out on these benefits and keep less of the money your rental earns.

We spent years solving these problems. That’s why we built Gather.

Justin Thompson, the founder of the Gather Circle, spent 18 years as an engineer designing EVs before building a $7M short-term rental business. He learned every step the hard way: finding deals, closing them, designing stays, hiring managers and fixing his tax setup.

​

Gather Circle turns that experience into a network of specialist teams, so the next family doesn't have to figure it out alone.

Book a Call

Book a Call

One connected ecosystem to guide you

We work together to guide you through each step, from choosing a property and closing the deal to designing your rental, managing guests, and planning for taxes. You get a clear path forward, with the right support along the way.

GatherClosing

by GatherCircle

Full-service transaction coordination for creative finance deals, guiding every detail from contract to close so your purchase stays organized, compliant, and on schedule.

Learn more

GatherFreedom

by GatherCircle

Learn to build wealth through short-term rentals and creative finance with practical coaching from JT, clear strategies, real examples, and ongoing support.

Learn more

GatherAdvisory

by GatherCircle

A personalized plan for owning profitable short-term rentals, built alongside our team to clarify your goals, strategy, financing, and next steps.

Learn more

In call messages

You

How does seller financing work?

12:32 PM

Justin JT Thompson

Let’s review the Pine Ridge deal

gathercircle.com/case0016/pine-ridge

12:34 PM

Enter your message...

Justin JT Thompson

12:00 PM

Gather Circle

Share link

meet.google.com

GatherGetaways

by GatherCircle

We connect you with experienced managers who handle daily operations, guest communication, maintenance, pricing, and property performance.

Learn more

GatherShield

by GatherCircle

Bookkeeping, cost segregation, and tax strategies for short-term rental owners, helping you track performance, capture deductions, and save.

Learn more

You’re covered.

Goals

Budget

Strategy

Guest Support

Guest messages and check-in

Daily Operations

Cleaning and turnovers

Maintenance

Repairs and property care

Pricing & performance

Nightly rates and booking results

1

3

2

2

4

6

5

GatherStudio

by GatherCircle

Design your rental for stronger performance and income with thoughtful layouts, memorable details, and guest-focused improvements.

Learn more

Need financing?

Two partner companies in the Gather network help fund the purchase.

Real success stories from thriving investors

“They guided me through my first creatively financed STR, and now it’s live and getting bookings. The support, communication, and education throughout the process were incredible.”

Sabyn McCluskey

First STR With Creative Financing

“We were stuck after our first property and didn’t know how to scale. Gather STR helped us find the right deal, navigate creative financing, and make our next investment happen.”

Marissa

Scaled Beyond Her First STR

“We purchased a home appraised at over $1M with less than $15K out of pocket. Justin and Zaheda guided us through our first creative finance deal from start to finish.”

Nolan Hanson

A $1M+ STR With Under $15K

“I never thought at this stage in my life that I’d be able to acquire a beach house in a private gated community in Destin, Florida. These strategies made it possible.”

Adam Olpin

Real Estate Investor

“Gather STR made a complicated process pretty simple. I was able to seal the deal with zero out of my pocket, and they were there for me even after closing.”

Hassan

STR With $0 Upfront

“They make the process very simple and seamless. From contract to closing, they assist in every way possible, and the job always gets done.”

Garrett Kaplan

Built His STRPortfolio

“I’ve purchased multiple properties with zero of my own money while learning how to use creative financing. Justin and Zahida guided me through the entire process.”

Nikki Rosenberg

Bought Multiple STRs With $0 Upfront

Limited client openings this quarter

Not sure which step you're on?

Start with a call. We'll look at where you are and point you to the right next step, whether that's a full plan or one service.

Book a call

Talk through your

goals and budget

Leave with a recommended path

01

02

03

More from members who took an action

“As someone who knew very little and needed a lot of help, I couldn’t have asked for better support. The process was incredibly easy.”

Sabyn McCluskey

From their client video

“Every time I saw a roadblock or hurdle, they had a creative solution. They would find a new solution and make the whole transaction so easy.”

Marissa

From their client video

“We just purchased a home appraised for over a million dollars, under $15K out of pocket, which was actually less than we had projected.”

Nolan Hanson

From their client video

“I never thought at this stage in my life that I’d be able to acquire a beach house in a private gated community in Destin, Florida.”

Adam Olpin

From their client video

“Gather STR made a complicated process pretty simple. I was able to seal the deal with zero out of my pocket, and they were there for me even after closing.”

Hassan

From their client video

“They make the process very simple and seamless. From contract to closing, they assist in every way possible, and the job always gets done.”

Garrett Kaplan

From their client video

“I’ve bought a couple of properties with zero of my own money, which is incredible. They held my hand through the whole process.”

Nikki Rosenberg

From their client video

“As someone who knew very little and needed a lot of help, I couldn’t have asked for better support. The process was incredibly easy.”

Sabyn McCluskey

From their client video

“Every time I saw a roadblock or hurdle, they had a creative solution. They would find a new solution and make the whole transaction so easy.”

Marissa

From their client video

“We just purchased a home appraised for over a million dollars, under $15K out of pocket, which was actually less than we had projected.”

Nolan Hanson

From their client video

“I never thought at this stage in my life that I’d be able to acquire a beach house in a private gated community in Destin, Florida.”

Adam Olpin

From their client video

Book a Call

Book a Call

Not ready for a call?

Start with a free guide.

The first-time STR buyer's checklist. What to check before you make an offer.

STR revenue and cash flow calculator

30-Year Orbit Projection

30-Year Total Return

$2,176,671

Equity at Year 30

$1,339,132

Cumulative Cash Flow

$810,924

Cash Recovered By

?

Year 6

Flow

Grow

Keep

annual return by source

Yr 1

10

20

30

Key years

All 30 years

Frequently asked questions

How do you choose the right market?

We compare real demand, local rules, home prices, and expected income. We only suggest markets where the numbers make sense and there is room to grow.

Can I start without a large down payment?

Down payment requirements depend on the property, loan type, and lender. Some financing options may require less upfront capital, but eligibility, fees, and cash reserves should be reviewed before you commit.

Can I invest if I live in another state?

Yes, investing out of state is possible. Before buying, review local rental rules, arrange inspections, and plan for reliable property management, maintenance, and guest support.

Do I need experience running an Airbnb?

You do not need prior hosting experience to get started, but you will need a plan for local compliance, pricing, guest communication, and maintenance. A property manager can help with day-to-day operations.

How long does it take to buy my first property?

The timeline depends on your financing, property search, inspections, and contract terms. Getting preapproved and defining your investment criteria early can help reduce delays, but closing dates vary.

What support do I get after closing?

Post-closing support may include guidance on rental setup, pricing, and property management. Confirm the services, duration, and any additional fees in your agreement before closing.

Can you help improve a rental I already own?

An existing rental can often benefit from a review of pricing, listing quality, guest experience, and operating costs. The right improvements depend on the property and local demand; results are not guaranteed.

Book a Call

Book a Call

Stop trading time for money. Start building freedom.

Tell us where you are today. Whether you're planning your first purchase, closing a deal, or improving a property you already own. We'll help you understand the next step and show you the clearest path forward.

Everything it takes to own a profitable vacation rental, under one roof

We help families build wealth and create more freedom through short-term rentals. Built for busy people who want to invest, but don’t have time to learn a whole new business.

A family arriving at a welcoming woodland vacation home

01

$140M+

Real Estate aquired premium residential and commercial properties.

02

105+

Guided buyers from due diligence

to successful closing.

03

100%

All the properties we’ve helped our clients buy have been profitable.

04

87%

Of clients return to work with us

on their next property acquisition.

STRs can be profitable, but without the right system, they’re a full-time job.

High earners have the capital. What they don't have is the time to learn a new business, the network to close creative deals, or the systems to run a property from another city.

No clear plan

Choosing a location, property, and budget can feel confusing. Without a clear plan, you may spend time comparing options without knowing where to start.

Deals fall apart

Creative finance contracts are hard to understand. You need to follow each step and meet every deadline to keep the deal moving forward.

Properties underperform

A rental that looks like others may struggle to get bookings. Poor day-to-day management can leave guests unhappy and lead to fewer positive reviews.

Taxes eat the return

Short-term rentals may offer tax benefits with the right setup. Without it, you could miss out on these benefits and keep less of the money your rental earns.

We spent years solving these problems. That’s why we built Gather.

Justin Thompson, the founder of the Gather Circle, spent 18 years as an engineer designing EVs before building a $7M short-term rental business. He learned every step the hard way: finding deals, closing them, designing stays, hiring managers and fixing his tax setup.

​

Gather Circle turns that experience into a network of specialist teams, so the next family doesn't have to figure it out alone.

Book a Call

Book a Call

With the right process, setting up a profitable Airbnb is easier than you think

After 21 years experience and over 105 properties purchased, we have found a proven framework that consistently gets results.

In call messages

You

How does seller financing work?

12:32 PM

Justin JT Thompson

Let’s review the Pine Ridge deal

gathercircle.com/case0016/pine-ridge

12:34 PM

Enter your message...

Justin JT Thompson

12:00 PM

Gather Circle

Share link

meet.google.com

You’re covered.

Goals

Budget

Strategy

Guest Support

Guest messages and check-in

Daily Operations

Cleaning and turnovers

Maintenance

Repairs and property care

Pricing & performance

Nightly rates and booking results

1

3

2

4

6

5

GatherAdvisory

by GatherCircle

A personalized plan for owning profitable short-term rentals, built alongside our team to clarify your goals, strategy, financing, and next steps.

Learn more

GatherClosing

by GatherCircle

Full-service transaction coordination for creative finance deals, guiding every detail from contract to close so your purchase stays organized, compliant, and on schedule.

Learn more

GatherFreedom

by GatherCircle

Learn to build wealth through short-term rentals and creative finance with practical coaching from JT, clear strategies, real examples, and ongoing support.

Learn more

GatherGetaways

by GatherCircle

We connect you with experienced managers who handle daily operations, guest communication, maintenance, pricing, and property performance.

Learn more

GatherShield

by GatherCircle

Bookkeeping, cost segregation, and tax strategies for short-term rental owners, helping you track performance, capture deductions, and save.

Learn more

GatherStudio

by GatherCircle

Design your rental for stronger performance and income with thoughtful layouts, memorable details, and guest-focused improvements.

Learn more

Need financing?

Two partner companies in the Gather network help fund the purchase.

Real success stories from thriving investors

“They guided me through my first creatively financed STR, and now it’s live and getting bookings. The support, communication, and education throughout the process were incredible.”

Sabyn McCluskey

First STR With Creative Financing

“We were stuck after our first property and didn’t know how to scale. Gather STR helped us find the right deal, navigate creative financing, and make our next investment happen.”

Marissa

Scaled Beyond Her First STR

“We purchased a home appraised at over $1M with less than $15K out of pocket. Justin and Zaheda guided us through our first creative finance deal from start to finish.”

Nolan Hanson

A $1M+ STR With Under $15K

“I never thought at this stage in my life that I’d be able to acquire a beach house in a private gated community in Destin, Florida. These strategies made it possible.”

Adam Olpin

Real Estate Investor

“Gather STR made a complicated process pretty simple. I was able to seal the deal with zero out of my pocket, and they were there for me even after closing.”

Hassan

STR With $0 Upfront

“They make the process very simple and seamless. From contract to closing, they assist in every way possible, and the job always gets done.”

Garrett Kaplan

Built His STRPortfolio

“I’ve purchased multiple properties with zero of my own money while learning how to use creative financing. Justin and Zahida guided me through the entire process.”

Nikki Rosenberg

Bought Multiple STRs With $0 Upfront

Limited client openings this quarter

Not sure which step you're on?

Start with a call. We'll look at where you are and point you to the right next step, whether that's a full plan or one service.

Leave with a recommended path

Book a call

03

Talk through your

goals and budget

02

01

More from members who took an action

“As someone who knew very little and needed a lot of help, I couldn’t have asked for better support. The process was incredibly easy.”

Sabyn McCluskey

From their client video

“Every time I saw a roadblock or hurdle, they had a creative solution. They would find a new solution and make the whole transaction so easy.”

Marissa

From their client video

“We just purchased a home appraised for over a million dollars, under $15K out of pocket, which was actually less than we had projected.”

Nolan Hanson

From their client video

“I never thought at this stage in my life that I’d be able to acquire a beach house in a private gated community in Destin, Florida.”

Adam Olpin

From their client video

“Gather STR made a complicated process pretty simple. I was able to seal the deal with zero out of my pocket, and they were there for me even after closing.”

Hassan

From their client video

“They make the process very simple and seamless. From contract to closing, they assist in every way possible, and the job always gets done.”

Garrett Kaplan

From their client video

“I’ve bought a couple of properties with zero of my own money, which is incredible. They held my hand through the whole process.”

Nikki Rosenberg

From their client video

“As someone who knew very little and needed a lot of help, I couldn’t have asked for better support. The process was incredibly easy.”

Sabyn McCluskey

From their client video

“Every time I saw a roadblock or hurdle, they had a creative solution. They would find a new solution and make the whole transaction so easy.”

Marissa

From their client video

“We just purchased a home appraised for over a million dollars, under $15K out of pocket, which was actually less than we had projected.”

Nolan Hanson

From their client video

“I never thought at this stage in my life that I’d be able to acquire a beach house in a private gated community in Destin, Florida.”

Adam Olpin

From their client video

Book a Call

Book a Call

Not ready for a call? Start with a free guide.

The first-time STR buyer's checklist. What to check before you make an offer.

STR revenue and cash flow calculator

30-Year Orbit Projection

30-Year Total Return

$2,176,671

Equity at Year 30

$1,339,132

Cumulative Cash Flow

$810,924

Cash Recovered By

?

Year 6

Flow

Grow

Keep

annual return by source

Yr 1

10

20

30

Key years

All 30 years

Frequently asked questions

How do you choose the right market?

We compare real demand, local rules, home prices, and expected income. We only suggest markets where the numbers make sense and there is room to grow.

Can I start without a large down payment?

+

Can I invest if I live in another state?

+

Do I need experience running an Airbnb?

+

How long does it take to buy my first property?

+

What support do I get after closing?

+

Can you help improve a rental I already own?

+

Book a Call

Book a Call

Stop trading time for money. Start building freedom.

Tell us where you are today. Whether you're planning your first purchase, closing a deal, or improving a property you already own. We'll help you understand the next step and show you the clearest path forward.

Everything it takes to own a profitable vacation rental, under one roof

We help families build wealth and create more freedom through short-term rentals. Built for busy people who want to invest, but don’t have time to learn a whole new business.

A family arriving at a welcoming woodland vacation home

01

$140M+

Real Estate aquired premium residential and commercial properties.

02

105+

Guided buyers from due diligence

to successful closing.

03

100%

All the properties we’ve helped our clients buy have been profitable.

04

87%

Of clients return to work with us

on their next property acquisition.

STRs can be profitable, but without the right system, they’re a full-time job.

High earners have the capital. What they don't have is the time to learn a new business, the network to close creative deals, or the systems to run a property from another city.

No clear plan

Choosing a location, property, and budget can feel confusing. Without a clear plan, you may spend time comparing options without knowing where to start.

Deals fall apart

Creative finance contracts are hard to understand. You need to follow each step and meet every deadline to keep the deal moving forward.

Properties underperform

A rental that looks like others may struggle to get bookings. Poor day-to-day management can leave guests unhappy and lead to fewer positive reviews.

Taxes eat the return

Short-term rentals may offer tax benefits with the right setup. Without it, you could miss out on these benefits and keep less of the money your rental earns.

We spent years solving these problems. That’s why we built Gather.

Justin Thompson, the founder of the Gather Circle, spent 18 years as an engineer designing EVs before building a $7M short-term rental business. He learned every step the hard way: finding deals, closing them, designing stays, hiring managers and fixing his tax setup.

​

Gather Circle turns that experience into a network of specialist teams, so the next family doesn't have to figure it out alone.

Book a Call

Book a Call

With the right process, setting up a profitable Airbnb is easier than you think

After 21 years experience and over 105 properties purchased, we have found a proven framework that consistently gets results.

1

GatherAdvisory

by GatherCircle

A personalized plan for owning profitable short-term rentals, built alongside our team to clarify your goals, strategy, financing, and next steps.

Learn more

Goals

Budget

Strategy

2

GatherClosing

by GatherCircle

Full-service transaction coordination for creative finance deals, guiding every detail from contract to close so your purchase stays organized, compliant, and on schedule.

Learn more

3

GatherStudio

by GatherCircle

Design your rental for stronger performance and income with thoughtful layouts, memorable details, and guest-focused improvements.

Learn more

4

GatherFreedom

by GatherCircle

Learn to build wealth through short-term rentals and creative finance with practical coaching from JT, clear strategies, real examples, and ongoing support.

Learn more

In call messages

You

How does seller financing work?

12:32 PM

Justin JT Thompson

Let’s review the Pine Ridge deal

gathercircle.com/case0016/pine-ridge

12:34 PM

Enter your message...

Justin JT Thompson

12:00 PM

Gather Circle

Share link

meet.google.com

5

GatherGetaways

by GatherCircle

We connect you with experienced managers who handle daily operations, guest communication, maintenance, pricing, and property performance.

Learn more

Guest Support

Guest messages and check-in

Daily Operations

Cleaning and turnovers

Maintenance

Repairs and property care

Pricing & performance

Nightly rates and booking results

6

GatherShield

by GatherCircle

Bookkeeping, cost segregation, and tax strategies for short-term rental owners, helping you track performance, capture deductions, and save.

Learn more

You’re covered.

Need financing?

Two partner companies in the Gather network help fund the purchase.

Real success stories from thriving investors

“They guided me through my first creatively financed STR, and now it’s live and getting bookings. The support, communication, and education throughout the process were incredible.”

Sabyn McCluskey

First STR With Creative Financing

“We were stuck after our first property and didn’t know how to scale. Gather STR helped us find the right deal, navigate creative financing, and make our next investment happen.”

Marissa

Scaled Beyond Her First STR

“We purchased a home appraised at over $1M with less than $15K out of pocket. Justin and Zaheda guided us through our first creative finance deal from start to finish.”

Nolan Hanson

A $1M+ STR With Under $15K

“I never thought at this stage in my life that I’d be able to acquire a beach house in a private gated community in Destin, Florida. These strategies made it possible.”

Adam Olpin

Real Estate Investor

“Gather STR made a complicated process pretty simple. I was able to seal the deal with zero out of my pocket, and they were there for me even after closing.”

Hassan

STR With $0 Upfront

“They make the process very simple and seamless. From contract to closing, they assist in every way possible, and the job always gets done.”

Garrett Kaplan

Built His STRPortfolio

“I’ve purchased multiple properties with zero of my own money while learning how to use creative financing. Justin and Zahida guided me through the entire process.”

Nikki Rosenberg

Bought Multiple STRs With $0 Upfront

Limited client openings this quarter

Not sure which step you're on?

Start with a call. We'll look at where you are and point you to the right next step, whether that's a full plan or one service.

Leave with a recommended path

Book a call

03

Talk through your

goals and budget

02

01

More from members who took an action

“I’ve bought a couple of properties with zero of my own money, which is incredible. They held my hand through the whole process.”

Nikki Rosenberg

From their client video

“As someone who knew very little and needed a lot of help, I couldn’t have asked for better support. The process was incredibly easy.”

Sabyn McCluskey

From their client video

“Every time I saw a roadblock or hurdle, they had a creative solution. They would find a new solution and make the whole transaction so easy.”

Marissa

From their client video

“We just purchased a home appraised for over a million dollars, under $15K out of pocket, which was actually less than we had projected.”

Nolan Hanson

From their client video

“I never thought at this stage in my life that I’d be able to acquire a beach house in a private gated community in Destin, Florida.”

Adam Olpin

From their client video

“As someone who knew very little and needed a lot of help, I couldn’t have asked for better support. The process was incredibly easy.”

Sabyn McCluskey

From their client video

“Every time I saw a roadblock or hurdle, they had a creative solution. They would find a new solution and make the whole transaction so easy.”

Marissa

From their client video

“We just purchased a home appraised for over a million dollars, under $15K out of pocket, which was actually less than we had projected.”

Nolan Hanson

From their client video

“I never thought at this stage in my life that I’d be able to acquire a beach house in a private gated community in Destin, Florida.”

Adam Olpin

From their client video

“Gather STR made a complicated process pretty simple. I was able to seal the deal with zero out of my pocket, and they were there for me even after closing.”

Hassan

From their client video

“They make the process very simple and seamless. From contract to closing, they assist in every way possible, and the job always gets done.”

Garrett Kaplan

From their client video

Book a Call

Book a Call

Not ready for a call? Start with a free guide.

The first-time STR buyer's checklist. What to check before you make an offer.

STR revenue and cash flow calculator

30-Year Orbit Projection

30-Year Total Return

$2,176,671

Equity at Year 30

$1,339,132

Cumulative Cash Flow

$810,924

Cash Recovered By

?

Year 6

Flow

Grow

Keep

annual return by source

Yr 1

10

20

30

Key years

All 30 years

Frequently asked questions

How do you choose the right market?

We compare real demand, local rules, home prices, and expected income. We only suggest markets where the numbers make sense and there is room to grow.

Can I start without a large down payment?

+

Can I invest if I live in another state?

+

Do I need experience running an Airbnb?

+

How long does it take to buy my first property?

+

What support do I get after closing?

+

Can you help improve a rental I already own?

+

Book a Call

Book a Call

Stop trading time

for money. Start building freedom.

Tell us where you are today. Whether you're planning your first purchase, closing a deal, or improving a property you already own. We'll help you understand the next step and show you the clearest path forward.