
Big Cypress Capital, an SB360 affiliate, is an emerging investment manager that allocates private equity real estate capital through its Headwaters Strategic Operator Platform, a unique thematic investment platform.
Big Cypress Capital (BCC) is led by industry veterans who have decades of investment experience including deep immersion in real estate capital markets, debt and equity investments, and asset management that has been tested through several economic cycles.
BCC’s Headwaters Platform is more nuanced than a typical real estate transaction – it’s a service-driven investment in long-term relationships. Headwaters cultivates partnerships with real estate developers and operators (“Strategic Operators”) with proven and robust thematic investment pipelines. These Strategic Operators leverage deep local knowledge and expertise to identify investment opportunities within high-growth MSAs.
BCC’s executives, investment professionals, and advisors provide Strategic Operators with valuable organizational support and mentoring services, engendering a deep level of loyalty and trust between the parties. This support and counsel results in long-term value creation within each Strategic Operator’s platform. Strategic Operators favor Headwaters’ programmatic discretionary equity given its proven successful track record of delivering high-impact support services, enabling emerging real estate managers to rapidly build institutional caliber investment programs.
Strategic Operators and Institutional Capital Partners








Generating Outsized Risk-Adjusted Returns
BCC’s Headwaters is a highly differentiated investment strategy leveraging valuable and deeply entrenched Strategic Operator relationships that generate outsized risk-adjusted investment returns through thoughtfully tailored equity capital structures. The Strategic Operator executes the investment plan and oversees asset management through disposition with BCC’s assistance, support, mentorship, and fiduciary oversight.
Access
Access to operating partners and developers that institutional investors may overlook due to platform size, tenure or other criteria.
Expertise
Time-intensive, highly tailored mentoring, advice and support services are continuously provided to each Strategic Operator.
Coordination
The entire capital stack is carefully and strategically coordinated among capital participants leveraging BCC’s extensive and rapidly expanding capital partner network.
Risk Management & Fiduciary Oversight
Closely coordinated through a combination of in-house asset management capabilities and in-sourced industry experts/specialists.
A Growth Focused Investment Strategy
BCC targets markets with strong population and employment growth. Target markets are in states experiencing notable multiyear in-migration trends, leading to some of the nation’s strongest commercial real estate income growth.

Representative Sample Investments
BCC leverages its innovative Headwaters Strategic Operator platform to identify joint venture opportunities for thematic real estate investments. Once the initial investment is placed under contract by a Strategic Operator, the Strategic Operator and BCC commence pre-closing activities and prepare the requisite investment materials to arrange/confirm Institutional LP equity commitments. Institutional LP investors are vetted and collaboratively selected by BCC and each Strategic Operator, providing additional institutional underwriting rigor and fiduciary objectivity.
704 at The Quarter
Charlotte, NC
The Quarter
Charlotte, NC
Avenues at Atherton
Charlotte, NC
CubeSmart
Philadelphia, PA
Extra Space Storage
Charlotte, NC
Switch Yard
Charlotte, NC
CubeSmart
District Heights, MD
Extra Space Storage
Baltimore, MD
CubeSmart
Tampa, FL
Thrift Road
Charlotte, NC
Extra Space Storage
Savannah, GA
Extra Space Storage
Durham, NC
BCC Team
BCC’s leadership team has established a track record of identifying investments generating outsized risk-adjusted returns across multiple economic cycles and investment structures.

Max Mazzone
CEO and Co-CIO
Big Cypress Capital

Jonathan Searls
Vice President
Big Cypress Capital

Kevin Dooley
CFO and Co-CIO, BCC
CFO, SB360
Big Cypress Capital
4850 Tamiami Trail North
Suite 301
Naples, Florida 34103
239.280.8691
When experience matters, so does the source.
Though we’ve never strayed from our original mission, transactions that span the globe have added depth of experience to SB360’s reputation as one of the more creative private merchant banking groups in existence today. Short and long term equity investments. Financial assistance. Commercial Real Estate investments. Asset recovery. Auctions. Liquidations. Event sales. New store opening projects. We’ve grown since our founding, and our client services are more comprehensive than ever before.
It’s easy to understand why so many companies rely on SB360. We’ve helped hundreds of businesses manage change, restructure assets, turn around dwindling profitability, and convert underperforming assets into newfound liquidity – and we’ve done it more effectively than anyone else.

Avenues at Atherton
Charlotte, NC
The Avenues at Atherton is a 31,000 square foot adaptive retail property originally built in 1957 and situated on 1.37 acres in Charlotte’s South End. This joint venture project was originally acquired in 2018 for $7.3M and was renovated in 2019 to restore the property to peak marketability.
The joint venture successfully exited the property in July 2022, selling the project to an alternative investment manager for $20.75M.

CubeSmart
District Heights, MD
Acquired in June 2018, the District Heights development site is strategically located on 3.2 acres inside the Metropolitan Washington, DC Beltway. The site includes a newly constructed 110,000 square foot, 900-unit, 3-story climate-controlled storage facility and an outparcel pad with Marlboro Pike frontage.
In June 2021, the joint venture completed the successful $18.2M sale of the former CubeSmart facility to Extra Space Storage, a globally recognized leading self-storage REIT.

Extra Space Storage
Charlotte, NC
A newly constructed Class A multi-story climate-controlled self-storage facility at the intersection of Johnston Road and Highway 51 in Charlotte, North Carolina. This state-of-the-art facility consists of more than 117,000 square feet of storage and ground floor retail space across five stories.
In December 2021, 38 months after initially closing on the land, the joint venture sold the trophy-quality asset for $21.8M to an unnamed global asset manager.

The Quarter
Charlotte, NC
The Quarter South End in Charlotte is a collection of adaptive reuse projects totaling nearly 150,000 square feet and a surrounding mixed-use development. The adaptive reuse buildings offer tenants a range of available spaces from 5,000 square feet to 77,000 square feet.

704 at The Quarter
Charlotte, NC
704 at The Quarter, a ground up mixed-use development, will feature a 306-unit apartment community with 5,900 square feet of ground floor retail space.

Switch Yard
Charlotte, NC
Switch Yard is a 92,000 square foot Class AA creative office redevelopment project located on 3.8 acres fronting Tuckaseegee Road in the Freight District, one of Charlotte’s fastest growing commercial neighborhoods. The project includes a pair of legacy midcentury warehouse assets acquired in August 2020, totaling over 80,000 square feet, and the addition of a two-story glass annex to create a dramatic streetscape and differentiate the property within the market.
Switch Yard is the Freight District’s first structure-parked office asset. The development can accommodate tenants from 6,000 to 60,000 square feet and features an elevated outdoor tenant amenity space.

Thrift Road
Charlotte, NC
2317 Thrift Road is a fully leased trophy-quality adaptive reuse creative office asset totaling 38,300 SF in west Charlotte’s Freight District. The asset was acquired through a forward purchase structure in March 2020 for $17.3M. Thrift Road was incorporated into the Freight District portfolio which includes the adjacent Switch Yard project.

Extra Space Storage
Durham, NC
An opportunity zone investment, Extra Space Storage in Durham is a ground-up new construction property. The land was purchased in November 2020 and the facility became operational in May 2022. It is an investment between Big Cypress Capital and Abacus/Smith Point Capital. The building is managed by Extra Space.