Gather Freedom opens Jan. 19th. Enrollment is limited.
Gather What
Matters
Why Gather exists and what we believe about freedom, work, and life.
$75M
Deals Closed
Deals Closed
Short-term Rentals
Short-term Rentals
Creative Finance
Creative Finance
Nationwide
Nationwide
80+
Clients Served
Clients Served
Active Investors
Active Investors
Portfolio Builders
Portfolio Builders
Deal Execution
Deal Execution
15+
Markets Active
Markets Active
STR Focused
STR Focused
Multi-market
Multi-market
United States
United States
2023
Founded
Founded
Operator Led
Operator Led
Proven Model
Proven Model
Built Experience
Built Experience
our mission
Gather What Matters
Gather Circle exists to help people escape the grind by building real financial freedom through systems that produce cash flow, equity, and long term control.
We focus on short term rentals and creative finance to give investors clear paths to ownership, leverage, and income without the traditional barriers of real estate.
If you want it more inspirational or more tactical, I can adjust the tone either way.
our VALUES
What We Stand For
Ownership Over Permission
We believe freedom comes from control. Control of assets, decisions, and outcomes. We help people build ownership positions that reduce reliance on employers, lenders, and gatekeepers.
Ownership Over Permission
We believe freedom comes from control. Control of assets, decisions, and outcomes. We help people build ownership positions that reduce reliance on employers, lenders, and gatekeepers.
Ownership Over Permission
We believe freedom comes from control. Control of assets, decisions, and outcomes. We help people build ownership positions that reduce reliance on employers, lenders, and gatekeepers.
Ownership Over Permission
We believe freedom comes from control. Control of assets, decisions, and outcomes. We help people build ownership positions that reduce reliance on employers, lenders, and gatekeepers.
Simple Systems Win
Complexity creates friction. Friction kills freedom. We design clear, repeatable systems that work in the real world and scale without requiring constant attention or guesswork.
Simple Systems Win
Complexity creates friction. Friction kills freedom. We design clear, repeatable systems that work in the real world and scale without requiring constant attention or guesswork.
Simple Systems Win
Complexity creates friction. Friction kills freedom. We design clear, repeatable systems that work in the real world and scale without requiring constant attention or guesswork.
Simple Systems Win
Complexity creates friction. Friction kills freedom. We design clear, repeatable systems that work in the real world and scale without requiring constant attention or guesswork.
Leverage With Intent
Leverage is a tool, not a gamble. We teach disciplined use of capital, debt, and creative structures to accelerate ownership while protecting downside and long term flexibility.
Leverage With Intent
Leverage is a tool, not a gamble. We teach disciplined use of capital, debt, and creative structures to accelerate ownership while protecting downside and long term flexibility.
Leverage With Intent
Leverage is a tool, not a gamble. We teach disciplined use of capital, debt, and creative structures to accelerate ownership while protecting downside and long term flexibility.
Leverage With Intent
Leverage is a tool, not a gamble. We teach disciplined use of capital, debt, and creative structures to accelerate ownership while protecting downside and long term flexibility.
Built by Practitioners
Gather Circle is built by operators, not commentators. Every framework, playbook, and recommendation comes from deals executed, properties operated, and lessons earned in real markets.
Built by Practitioners
Gather Circle is built by operators, not commentators. Every framework, playbook, and recommendation comes from deals executed, properties operated, and lessons earned in real markets.
Built by Practitioners
Gather Circle is built by operators, not commentators. Every framework, playbook, and recommendation comes from deals executed, properties operated, and lessons earned in real markets.
Built by Practitioners
Gather Circle is built by operators, not commentators. Every framework, playbook, and recommendation comes from deals executed, properties operated, and lessons earned in real markets.
our TEAM
Meet the Teams Behind the Circle
The experts, partners, and creators driving every Gather brand forward.
Justin Thompson:
CEO of Gather Circle
Justin Thompson is the founder of Gather Circle and a real estate operator helping investors build financial freedom through short term rentals and creative financing, using practical systems and proven deal structures.
Zaheda Ahmed:
CRO of Gather Circle
Zaheda is Co Founder and Chief Revenue Officer at Gather Circle, leading sales, partnerships, and revenue growth through clear communication, strong relationships, and disciplined follow up.
Kae Novio:
Transaction Specialist
Kae is a Transaction Specialist at Gather Circle, handling transaction details, timelines, and communication to ensure smooth, reliable closings from contract through completion.
Angelica Quijano:
Transaction Specialist
Angelica is a Transaction Specialist at Gather Circle, supporting deal coordination, documentation, and communication to keep transactions organized and moving cleanly from contract to close.
Justin Thompson:
CEO of Gather Circle
Justin Thompson is the founder of Gather Circle and a real estate operator helping investors build financial freedom through short term rentals and creative financing, using practical systems and proven deal structures.
Zaheda Ahmed:
CRO of Gather Circle
Zaheda is Co Founder and Chief Revenue Officer at Gather Circle, leading sales, partnerships, and revenue growth through clear communication, strong relationships, and disciplined follow up.
Kae Novio:
Transaction Specialist
Kae is a Transaction Specialist at Gather Circle, handling transaction details, timelines, and communication to ensure smooth, reliable closings from contract through completion.
Angelica Quijano:
Transaction Specialist
Angelica is a Transaction Specialist at Gather Circle, supporting deal coordination, documentation, and communication to keep transactions organized and moving cleanly from contract to close.
Justin Thompson:
CEO of Gather Circle
Justin Thompson is the founder of Gather Circle and a real estate operator helping investors build financial freedom through short term rentals and creative financing, using practical systems and proven deal structures.
Zaheda Ahmed:
CRO of Gather Circle
Zaheda is Co Founder and Chief Revenue Officer at Gather Circle, leading sales, partnerships, and revenue growth through clear communication, strong relationships, and disciplined follow up.
Kae Novio:
Transaction Specialist
Kae is a Transaction Specialist at Gather Circle, handling transaction details, timelines, and communication to ensure smooth, reliable closings from contract through completion.
Angelica Quijano:
Transaction Specialist
Angelica is a Transaction Specialist at Gather Circle, supporting deal coordination, documentation, and communication to keep transactions organized and moving cleanly from contract to close.
Justin Thompson:
CEO of Gather Circle
Justin Thompson is the founder of Gather Circle and a real estate operator helping investors build financial freedom through short term rentals and creative financing, using practical systems and proven deal structures.
Zaheda Ahmed:
CRO of Gather Circle
Zaheda is Co Founder and Chief Revenue Officer at Gather Circle, leading sales, partnerships, and revenue growth through clear communication, strong relationships, and disciplined follow up.
Kae Novio:
Transaction Specialist
Kae is a Transaction Specialist at Gather Circle, handling transaction details, timelines, and communication to ensure smooth, reliable closings from contract through completion.
Angelica Quijano:
Transaction Specialist
Angelica is a Transaction Specialist at Gather Circle, supporting deal coordination, documentation, and communication to keep transactions organized and moving cleanly from contract to close.
COMPANY HISTORY
Our Journey
2021
The Foundation
JT purchased his first three short term rentals, learning the fundamentals of acquisition, operations, and what truly drives performance in the STR space. This year laid the groundwork for understanding pricing, guest experience, and the realities of owning and operating real assets.
2021
The Foundation
JT purchased his first three short term rentals, learning the fundamentals of acquisition, operations, and what truly drives performance in the STR space. This year laid the groundwork for understanding pricing, guest experience, and the realities of owning and operating real assets.
2021
The Foundation
JT purchased his first three short term rentals, learning the fundamentals of acquisition, operations, and what truly drives performance in the STR space. This year laid the groundwork for understanding pricing, guest experience, and the realities of owning and operating real assets.
2021
The Foundation
JT purchased his first three short term rentals, learning the fundamentals of acquisition, operations, and what truly drives performance in the STR space. This year laid the groundwork for understanding pricing, guest experience, and the realities of owning and operating real assets.
2023
The Shift
JT learned creative finance and closed his first zero entry deal, unlocking a new way to acquire assets without traditional barriers. This shift was driven by a deeper wake up call. While his father was critically ill, JT spent countless hours driving back and forth to the hospital, realizing that time, not money, was the real constraint. That season changed his priorities and pushed him to build freedom with urgency and intention.
2023
The Shift
JT learned creative finance and closed his first zero entry deal, unlocking a new way to acquire assets without traditional barriers. This shift was driven by a deeper wake up call. While his father was critically ill, JT spent countless hours driving back and forth to the hospital, realizing that time, not money, was the real constraint. That season changed his priorities and pushed him to build freedom with urgency and intention.
2023
The Shift
JT learned creative finance and closed his first zero entry deal, unlocking a new way to acquire assets without traditional barriers. This shift was driven by a deeper wake up call. While his father was critically ill, JT spent countless hours driving back and forth to the hospital, realizing that time, not money, was the real constraint. That season changed his priorities and pushed him to build freedom with urgency and intention.
2023
The Shift
JT learned creative finance and closed his first zero entry deal, unlocking a new way to acquire assets without traditional barriers. This shift was driven by a deeper wake up call. While his father was critically ill, JT spent countless hours driving back and forth to the hospital, realizing that time, not money, was the real constraint. That season changed his priorities and pushed him to build freedom with urgency and intention.
2024
The Partnership
In 2024, JT and Zaheda formed a partnership and began wholesaling short term rentals. Together, they focused on sourcing creative deals, building buyer relationships, and creating a streamlined process to move STR opportunities from contract to close.
2024
The Partnership
In 2024, JT and Zaheda formed a partnership and began wholesaling short term rentals. Together, they focused on sourcing creative deals, building buyer relationships, and creating a streamlined process to move STR opportunities from contract to close.
2024
The Partnership
In 2024, JT and Zaheda formed a partnership and began wholesaling short term rentals. Together, they focused on sourcing creative deals, building buyer relationships, and creating a streamlined process to move STR opportunities from contract to close.
2024
The Partnership
In 2024, JT and Zaheda formed a partnership and began wholesaling short term rentals. Together, they focused on sourcing creative deals, building buyer relationships, and creating a streamlined process to move STR opportunities from contract to close.
2025
Scale
In 2025, Gather Circle ramped up operations and supported over $75M in short term rental transactions for clients. The focus shifted from proving the model to executing at scale, delivering consistent deal flow and reliable closings across markets.
2025
Scale
In 2025, Gather Circle ramped up operations and supported over $75M in short term rental transactions for clients. The focus shifted from proving the model to executing at scale, delivering consistent deal flow and reliable closings across markets.
2025
Scale
In 2025, Gather Circle ramped up operations and supported over $75M in short term rental transactions for clients. The focus shifted from proving the model to executing at scale, delivering consistent deal flow and reliable closings across markets.
2025
Scale
In 2025, Gather Circle ramped up operations and supported over $75M in short term rental transactions for clients. The focus shifted from proving the model to executing at scale, delivering consistent deal flow and reliable closings across markets.
2026
Expanding the Platform
Gather Circle plans to launch Gather Freedom, Gather Studio, Gather Shield, and Gather Closing as a fully integrated platform. Each program is designed to support investors at a different stage of the journey, from education and deal acquisition to design, protection, and clean execution. Together, these launches will allow Gather Circle to work with over 200 clients, providing a clear, structured path to ownership and long term financial freedom.
2026
Expanding the Platform
Gather Circle plans to launch Gather Freedom, Gather Studio, Gather Shield, and Gather Closing as a fully integrated platform. Each program is designed to support investors at a different stage of the journey, from education and deal acquisition to design, protection, and clean execution. Together, these launches will allow Gather Circle to work with over 200 clients, providing a clear, structured path to ownership and long term financial freedom.
2026
Expanding the Platform
Gather Circle plans to launch Gather Freedom, Gather Studio, Gather Shield, and Gather Closing as a fully integrated platform. Each program is designed to support investors at a different stage of the journey, from education and deal acquisition to design, protection, and clean execution. Together, these launches will allow Gather Circle to work with over 200 clients, providing a clear, structured path to ownership and long term financial freedom.
2026
Expanding the Platform
Gather Circle plans to launch Gather Freedom, Gather Studio, Gather Shield, and Gather Closing as a fully integrated platform. Each program is designed to support investors at a different stage of the journey, from education and deal acquisition to design, protection, and clean execution. Together, these launches will allow Gather Circle to work with over 200 clients, providing a clear, structured path to ownership and long term financial freedom.
Start Your Path
Build Financial Freedom
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Through
Ownership
Join a proven platform built by operators to help you acquire, execute, and scale short term rental ownership with confidence.
