Billy

Spottswood

Chief Executive Officer

Billy is a native of Key West, where he was raised before graduating from Key West High School in 2000. After attending college at the University of Florida, Billy started his professional career as an attorney in Tampa Bay. After five years of practice, Billy and his wife, Michelle, decided to permanently move to Key West, where they now reside with their children, Brantley, William III and Leighton. In his seat as the President of Spottswood Hotels, and Chief Investment Officer thereafter, Billy was a leader among trends in growth for the high-demand market of the Florida Keys and hospitality real estate development. Billy's experience in real estate and investment brought him to become a founder and the CEO of One of One Technologies, Inc. He currently has shifted his focus to growing the portfolio of vacation rentals and building a technology platform that will become a channel for hospitality distribution and asset management for third-party owners.

Robert

Spottswood Jr.

Chief Operating Officer

Robert Jr. is part of the 7th generation of the Spottswood family to call Key West home. Attended the University of Florida and graduated with a degree in food and resource economics before studying law at Nova University in South Florida. During his time at Nova, he worked with several environmental groups, including the Everglades Law Clinic, in advocating for responsible development and preservation of vital native habitats for endangered and threatened species. Robert Jr. joined Baker & Hostetler LLP in 2015 and focused his practice on real estate and the hospitality industry, specifically fractional ownership resorts. In 2019, Robert Jr. and his wife Stephanie, decided to permanently move to Key West, where they now reside with their children Florence, Eleanor, and Robert III. He is President of Spottswood Management, Inc., General Counsel for Spottswood Companies, Inc, Co-President of Keystar, and is also a Partner at Spottswood, Spottswood, Spottswood, & Sterling, PLLC. He is also a Board Member of the Fish and Wildlife Foundation of Florida and The Nature Conservancy.

Damien

Greenwood

Chief Investment Officer

Damien’s career has spanned all facets of hospitality, including owning and operating hotels and vacation rentals. Damien started his career with HVS in the hotel valuation group before joining JPMorgan’s Real Estate & Lodging Investment Bank, where he was involved in over $1.0bn of capital raising and M&A activity across all real estate types. Most recently, Damien led WS Development’s hospitality initiative, developing hotels at mixed-use and lifestyle centers across the United States. Damien is a graduate of the Cornell School of Hotel Administration and received his MBA with honors from Cornell’s Johnson School of Business. Damien lives in Boston with his wife and two daughters.

Robert

Spottswood Sr.

Board of Directors

Robert A. Spottswood was born in Key West, Florida. He graduated from Key West High School in 1975, the University of Florida in 1979 and the University of Miami, School of Law in 1982. As a partner in the Miami law firm of Taylor, Brion, Buker & Greene, Mr. Spottswood specialized in corporate law. While in Miami, Mr. Spottswood made successful investments in real estate, banking and broadcasting. He returned home to Key West in 1992 to create what would become the Keys largest hospitality company. In the three decades since, Spottswood Companies has grown to become one of the leading real estate development, property management and hospitality businesses in the Florida Keys. The company was responsible for the creation of the Hyatt Vacation Club and for the development of numerous timeshare, hotel and commercial properties including Hyatt Sunset Harbor, Hyatt Beach House, Hyatt Windward Pointe, Key West Marriott Beachside Hotel, Faro Blanco Resort & Yacht Club and many others. The company also provides asset management to the legendary La Concha Hotel, a hotel once owned by the Spottswood family and made famous by luminaries such as Tennessee Williams and Ernest Hemingway.

Michael

Phillips

Board of Directors

Over his career, Michael has invested $1.0B of equity in both real estate and corporate acquisitions totaling over $2.5B of real estate assets and $2.0B of allocated basis in corporate assets. Prior to Loci Capital, Michael was a Managing Principal and voting member of the investment committee at Lubert-Adler Partners, an $8.0B real estate private equity fund with $23.0B of total assets based in Philadelphia, PA. Michael was also previously a Partner at Boos Development Group and worked in JP Morgan’s real estate investment banking group in New York. Michael graduated with honors from Georgetown University, and received an MBA with honors from the Wharton School at the University of Pennsylvania where he was a Joseph Wharton Fellow. Michael now lives in Tampa with his wife and three children, where they spend their free time wakesurfing, fishing and playing soccer.

Building the future of hospitality 

About One of One

At One of One, we recognize the
life-changing potential of travel

Our approach bridges the gap between style and substance to create a deeper, more dynamic guest experience, from extraordinary amenities and aesthetics to authentic adventures and on-your-street service.

Our leadership

Branding Properties and the Stories They Tell
Branding Properties and the Stories They Tell
Branding Properties and the Stories They Tell
Branding Properties and the Stories They Tell
Billy Spottswood
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Chief Executive Officer
Robert Spottswood Jr.
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Chief Operating Officer
Damien Greenwood
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Chief Investment Officer
Robert Spottswood Sr.
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Board of Directors
Michael Phillips
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Board of Directors

Meet
the team

Marley Dominguez
SVP Real Estate (Acquisition)
Mike Kies
Owner & Partner Services Manager
James Bote
Director of Accounting
Brendan Stone
Director of Real Estate
Lauren Thermes
Chief of Staff
Elizabeth Cardone
Design Manager
Dave Imber
Director of Brand & Marketing
Danielle Occhiuto
Accounting & Compliance Manager
Emily Bishop
Communications Manager
Breland Morales
Project Manager (Development)
Letty Fierro
Human Resources Manager
Camryn Paez
Guest Experience Manager
Hannah Kiger
Guest Experience Manager
Damien Greenwood
Chief Investment Officer
Robert Spottswood Jr.
Chief Operating Officer
Billy Spottswood
Chief Executive Officer
Andrea Speedie
Director of Operations- Florida Panhandle
Jamie Tolbert
Guest Experience Manager
Mendy Royals
Owner Success Manager
Jason Brengle
Maintenance Tech
Kevin Cotton
Broker Associate
Rick Haskins
Principal Broker
Parker Simpson
Owner Marketing & Sales
Chase Spieldenner
Guest Experience Manager
Michael Hinton
Owner Success Manager
Kimberly Rockwell
Guest Experience Manager
Thomas Lane
Director of Operations- Tampa
David Judge
Maintenance Tech
Howard McCauley
Security Officer
Bruno Bergantino
Maintenance Tech
Oreste Blanco
Maintenance Tech
James Brown
Maintenance Tech
Cheyne Barroso
Lead Guest Experience Manager
Olivia Newbold
Guest Experience Manager
Francheska Garcia
Owner Success Manager
Daniel Garcia
Senior Director of Operations
Jackie Forman
Operations Analyst
Lola Myatieva
Guest Experience Manager
Savannah Knowles
Lead Guest Experience Manager
Will Anderson
Facilities Coordinator
Brooke Atwell
Marketing & Events Coordinator
Elaine Spottswood
VP Interior Design
George Galvan
Senior Hospitality Consultant
Valari Johnson
Accounting Analyst
Avery Barrett
Director of Risk Management
Blaire Weiser
Director of Design & Development
Brad Weiser
SVP Real Estate (Development)
Brian Gladwell
Acquisitions and Transitional Operations Manager
Danielle Occhiuto
Accounting & Compliance Manager
Dave Imber
Director of Brand & Marketing
Elizabeth Cardone
Design Manager
Lauren Thermes
Chief of Staff
Brendan Stone
Director of Real Estate
James Bote
Director of Accounting
Mike Kies
Owner & Partner Services Manager
Marley Dominguez
SVP Real Estate (Acquisition)
Emily Bishop
Communications Manager
Breland Morales
Project Manager (Development)
Letty Fierro
Human Resources Manager
Camryn Paez
Guest Experience Manager
Hannah Kiger
Guest Experience Manager
Damien Greenwood
Chief Investment Officer
Robert Spottswood Jr.
Chief Operating Officer
Billy Spottswood
Chief Executive Officer
Andrea Speedie
Director of Operations- Florida Panhandle
Jamie Tolbert
Guest Experience Manager
Mendy Royals
Owner Success Manager
Jason Brengle
Maintenance Tech
Kevin Cotton
Broker Associate
Rick Haskins
Principal Broker
Parker Simpson
Owner Marketing & Sales
Chase Spieldenner
Guest Experience Manager
Michael Hinton
Owner Success Manager
Kimberly Rockwell
Guest Experience Manager
Thomas Lane
Director of Operations- Tampa
David Judge
Maintenance Tech
Howard McCauley
Security Officer
Bruno Bergantino
Maintenance Tech
Oreste Blanco
Maintenance Tech
James Brown
Maintenance Tech
Cheyne Barroso
Lead Guest Experience Manager
Olivia Newbold
Guest Experience Manager
Francheska Garcia
Owner Success Manager
Daniel Garcia
Senior Director of Operations
Jackie Forman
Operations Analyst
Lola Myatieva
Guest Experience Manager
Savannah Knowles
Lead Guest Experience Manager
Will Anderson
Facilities Coordinator
Brooke Atwell
Marketing & Events Coordinator
Elaine Spottswood
VP Interior Design
George Galvan
Senior Hospitality Consultant
Valari Johnson
Accounting Analyst
Avery Barrett
Director of Risk Management
Blaire Weiser
Director of Design & Development
Brad Weiser
SVP Real Estate (Development)
Brian Gladwell
Acquisitions and Transitional Operations Manager
Danielle Occhiuto
Accounting & Compliance Manager
Dave Imber
Director of Brand & Marketing
Elizabeth Cardone
Design Manager
Lauren Thermes
Chief of Staff
Brendan Stone
Director of Real Estate
James Bote
Director of Accounting
Mike Kies
Owner & Partner Services Manager
Marley Dominguez
SVP Real Estate (Acquisition)
Emily Bishop
Communications Manager
Breland Morales
Project Manager (Development)
Letty Fierro
Human Resources Manager
Camryn Paez
Guest Experience Manager
Hannah Kiger
Guest Experience Manager
Damien Greenwood
Chief Investment Officer
Robert Spottswood Jr.
Chief Operating Officer
Billy Spottswood
Chief Executive Officer
Andrea Speedie
Director of Operations- Florida Panhandle
Jamie Tolbert
Guest Experience Manager
Mendy Royals
Owner Success Manager
Jason Brengle
Maintenance Tech
Kevin Cotton
Broker Associate
Rick Haskins
Principal Broker
Parker Simpson
Owner Marketing & Sales
Chase Spieldenner
Guest Experience Manager
Michael Hinton
Owner Success Manager
Kimberly Rockwell
Guest Experience Manager
Thomas Lane
Director of Operations- Tampa
David Judge
Maintenance Tech
Howard McCauley
Security Officer
Bruno Bergantino
Maintenance Tech
Oreste Blanco
Maintenance Tech
James Brown
Maintenance Tech
Cheyne Barroso
Lead Guest Experience Manager
Olivia Newbold
Guest Experience Manager
Francheska Garcia
Owner Success Manager
Daniel Garcia
Senior Director of Operations
Jackie Forman
Operations Analyst
Lola Myatieva
Guest Experience Manager
Savannah Knowles
Lead Guest Experience Manager
Will Anderson
Facilities Coordinator
Brooke Atwell
Marketing & Events Coordinator
Elaine Spottswood
VP Interior Design
George Galvan
Senior Hospitality Consultant
Valari Johnson
Accounting Analyst
Avery Barrett
Director of Risk Management
Blaire Weiser
Director of Design & Development
Brad Weiser
SVP Real Estate (Development)
Brian Gladwell
Acquisitions and Transitional Operations Manager
Danielle Occhiuto
Accounting & Compliance Manager
Dave Imber
Director of Brand & Marketing
Elizabeth Cardone
Design Manager
Lauren Thermes
Chief of Staff
Brendan Stone
Director of Real Estate
James Bote
Director of Accounting
Mike Kies
Owner & Partner Services Manager
Marley Dominguez
SVP Real Estate (Acquisition)
Emily Bishop
Communications Manager
Breland Morales
Project Manager (Development)
Letty Fierro
Human Resources Manager
Camryn Paez
Guest Experience Manager
Hannah Kiger
Guest Experience Manager
Damien Greenwood
Chief Investment Officer
Robert Spottswood Jr.
Chief Operating Officer
Billy Spottswood
Chief Executive Officer
Andrea Speedie
Director of Operations- Florida Panhandle
Jamie Tolbert
Guest Experience Manager
Mendy Royals
Owner Success Manager
Jason Brengle
Maintenance Tech
Kevin Cotton
Broker Associate
Rick Haskins
Principal Broker
Parker Simpson
Owner Marketing & Sales
Chase Spieldenner
Guest Experience Manager
Michael Hinton
Owner Success Manager
Kimberly Rockwell
Guest Experience Manager
Thomas Lane
Director of Operations- Tampa
David Judge
Maintenance Tech
Howard McCauley
Security Officer
Bruno Bergantino
Maintenance Tech
Oreste Blanco
Maintenance Tech
James Brown
Maintenance Tech
Cheyne Barroso
Lead Guest Experience Manager
Olivia Newbold
Guest Experience Manager
Francheska Garcia
Owner Success Manager
Daniel Garcia
Senior Director of Operations
Jackie Forman
Operations Analyst
Lola Myatieva
Guest Experience Manager
Savannah Knowles
Lead Guest Experience Manager
Will Anderson
Facilities Coordinator
Brooke Atwell
Marketing & Events Coordinator
Elaine Spottswood
VP Interior Design
George Galvan
Senior Hospitality Consultant
Valari Johnson
Accounting Analyst
Avery Barrett
Director of Risk Management
Blaire Weiser
Director of Design & Development
Brad Weiser
SVP Real Estate (Development)
Brian Gladwell
Acquisitions and Transitional Operations Manager
Danielle Occhiuto
Accounting & Compliance Manager
Dave Imber
Director of Brand & Marketing
Elizabeth Cardone
Design Manager
Lauren Thermes
Chief of Staff
Brendan Stone
Director of Real Estate
James Bote
Director of Accounting
Mike Kies
Owner & Partner Services Manager
Marley Dominguez
SVP Real Estate (Acquisition)

View our current
job openings

Come be a part of what we’re building! Don’t see an open position? Feel free to send us your resume and let us know why you think you’d be a great fit!

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