Single Family Office

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CapStone Holdings

Keith J. Stone established the predecessor vehicle CSI Kickstart in 2016 before rebranding to CapStone Holdings in 2019 following the CSI Enterprises exit.

CapStone Holdings logo

CapStone Holdings

Keith J. Stone established the predecessor vehicle CSI Kickstart in 2016 before rebranding to CapStone Holdings in 2019 following the CSI Enterprises exit. Stone had built CSI over three decades into a global fleet and payments business with operations across Latin America, Asia, and Africa. The family office now serves as the primary vehicle for deploying proceeds from that transaction. CapStone allocates across real estate, private equity, private credit, and venture investments. It executes direct co-investments and SPVs alongside selected partners. Confirmed holdings include Structurely, Perrone Robotics, City Foundry STL, and positions in Curaleaf and Ilera Healthcare. The firm maintains exposure in North America and Oceania through residential and mixed-use projects in Florida, Missouri, Minnesota, Australia, and additional markets. The office lists twelve professionals on its site with roles spanning investments, operations, sports, and entertainment. CapStone maintains philanthropic vehicles including GameAbove Giving and the 1STONE Foundation. In 2024 the firm acquired Structurely, an AI sales-automation platform, and continued oversight of Perrone Robotics autonomous-shuttle operations in Detroit. CapStone integrates operating-company experience from the CSI sale into its investment process. The same principals who scaled a payments business now apply direct governance to portfolio companies in autonomy, real estate, and sports franchises rather than relying solely on external managers.

General information

Firm type

Single Family Office

Year founded

2019

Location

Region

North America

Country

United States

City

Bonita Springs

Corporate office

Bonita Springs, FL, United States

Principals

Keith J. Stone

Founder & Chairman

Heather Stone

Co-Founder

Skyler Stone

Co-Founder

Ashley Beal

Senior Vice President, Operations

Altss tracks 1 additional named team member for this firm — including direct investment leads, IR, and operating principals not listed on the public website.

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Sector focus

Real EstateFinTechMedia & EntertainmentMobility & TransportationSports & Wellness

Frequently asked questions

Who runs investment decisions at CapStone Holdings?

Keith J. Stone serves as Founder and Chairman. Heather Stone and Skyler Stone act as co-founders. Ashley Beal holds the role of Senior Vice President of Operations.

How does CapStone Holdings source proprietary deal flow?

The firm draws on relationships formed during the CSI Enterprises era and through its GameAbove sports platform. It also evaluates inbound opportunities in autonomy, real estate, and fintech.

Does CapStone Holdings participate in fund commitments or only direct deals?

CapStone executes direct co-investments and SPVs. Its public materials emphasize hands-on involvement with portfolio companies rather than allocations to external funds.

What investment stages does CapStone Holdings typically target?

The firm targets early-stage, growth-stage, and late-stage opportunities. It also deploys capital into operating real estate projects and sports franchises.

Where does the underlying wealth come from?

The capital originates from the 2019 sale of CSI Enterprises, a corporate payments and fleet-management business Keith J. Stone founded in 1989 and sold for $620 million.

Does CapStone Holdings maintain philanthropic structures?

Yes. The firm operates GameAbove Giving and the 1STONE Foundation, which focus on youth, education, and community initiatives.

What is CapStone Holdings posture on co-investments alongside external GPs?

The firm prefers direct ownership and joint ventures. It has partnered with Landmark Properties on student-housing developments and maintains positions alongside other investors in private credit vehicles.

Profile maintained by using OSINT (open-source intelligence), regulatory filings, licensed data partners, and verified direct submissions. Read the methodology. Last updated: . Continuous refresh with full update cycles at least every 30 days.

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