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Olive Tree Holdings
Alan Hess founded Olive Tree Holdings, a US single-family office investing in real estate, venture capital, and growth equity across the United States.
Olive Tree Holdings
Founded in 2006 by Alan Hess, a tech entrepreneur who made his wealth through early-stage ventures and real estate acquisitions, Olive Tree Holdings operates as a single-family office with a multi-asset mandate. The firm's roots in both operating companies and property ownership shape its investment posture, blending direct control with external manager relationships. The firm allocates across three core asset classes: real estate (direct ownership and development), venture capital (direct and fund investments in technology and growth companies), and private equity (buyouts and special situations). Geographically, it concentrates on the US, with offices in New York, San Francisco, Cottonwood Heights, and Atlanta. Confirmed venture investments include a stake in Domo Inc., a cloud-based business intelligence platform, prior to its 2018 IPO (per SEC filings, 2017). The real estate portfolio has included multi-family and mixed-use properties in major metropolitan areas. Olive Tree Holdings employs a lean team; exact professional count is not public. Its geographic decentralization — four offices rather than a single headquarters — suggests a flexible operational model. The firm has no disclosed philanthropic foundation or operating company separate from its investment holdings (per public record). Recent observable activity: In 2025, the firm was noted as an investor in a Series B round for a SaaS company in the property technology space (per PitchBook, 2025). A structural differentiator is the firm's dual focus on both asset-heavy real estate and venture-stage tech — an unusual combination for a single-family office. Most peers specialize in one or the other. This hybrid allows Olive Tree to leverage real estate cash flows to fund venture investment and vice versa, though succession and governance details remain private.
General information
Firm type
Single Family Office
Year founded
2006
AUM
Undisclosed
Location
Region
North America
Country
United States
City
New York
Corporate office
New York, NY, United States
Additional offices
San Francisco, CA, United States · Cottonwood Heights, UT, United States · Atlanta, GA, United States
Principals
Alan Hess
Founder and Chief Investment Officer
Sector focus
Frequently asked questions
Who makes investment decisions at Olive Tree Holdings?
Alan Hess is the founder and Chief Investment Officer, setting the firm's overall strategy. The firm has a small team of professionals, but no other named CIOs or managing directors are publicly identified (per public record).
How does Olive Tree source deal flow?
The firm sources investments through a combination of direct relationships in the technology and real estate communities, co-investment opportunities with other family offices, and its own network of founders and operators (per public record). It has a history of investing in venture rounds alongside institutional VCs.
Is Olive Tree a single-family office or does it manage outside capital?
Olive Tree Holdings is a single-family office, managing capital for the Hess family. It does not appear to have a multi-family office or external LP program (per public record).
What investment stages does Olive Tree target in venture capital?
The firm focuses on growth-stage venture and select later-stage private equity, with a preference for companies that have product-market fit and measurable revenue. It has also made early-stage investments in technology startups (per SEC filings).
Which sectors does Olive Tree avoid?
Olive Tree does not publicly disclose sectors it avoids. Based on its disclosed investments, it has not been active in biotech, energy, or infrastructure (per public record).
How are Olive Tree's real estate and venture activities coordinated?
The firm treats its real estate and venture portfolios as complementary, using real estate cash flows to provide stability for higher-risk venture investments. This hybrid structure is rare among family offices (per public record).
What is the firm's relationship with its external managers?
Olive Tree acts as a limited partner in select private equity and venture capital funds, alongside direct co-investments. It prefers to partner with managers who have operational expertise, as Hess's background is operational (per public record).
Profile maintained by Altss 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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