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Figure Eight Investments
Figure Eight Investments was founded in 2017 by married co-founders Diana Anthony and Kaushik Chakravarti, who met in London in 2012 and later lived...
Figure Eight Investments
Figure Eight Investments was founded in 2017 by married co-founders Diana Anthony and Kaushik Chakravarti, who met in London in 2012 and later lived across the UK, Switzerland, and Colorado before settling in Western North Carolina. Anthony, a former Montessori teacher with a Fulbright scholarship and a master's in literacy learning from University College London, paired her pedagogical background with Chakravarti's track record of founding and exiting two companies in the automobile and telecom sectors. The family office was built explicitly to align investing with personal values, targeting systemic change through for-profit ventures whose outcomes affect education access, healthcare delivery, and climate resilience. The firm deploys capital at the seed stage into companies operating where accessibility, cost reduction, and outcome improvement converge. Its website defines three verticals: education, focusing on career-oriented skills platforms, experiential learning tools, and student wellbeing services; healthcare, emphasizing value-based care models and culturally competent service delivery; and climate, spanning market mechanisms like insurance and measurement platforms, plus agricultural innovation that improves soil health and farm productivity. Chakravarti's parallel role as CEO of CFI, an agricultural input financing platform, extends the climate thesis into operating practice. Portfolio specifics remain undisclosed on the firm's public site, with only thematic descriptions provided rather than named investee companies or fund sizes. The team operates with an intentionally lean structure, positioning itself as "admin light" so founders interact directly with Anthony or Chakravarti on every deal. The firm is headquartered in Boulder, Colorado, though no additional office locations are disclosed. Beyond direct investments, Figure Eight runs a self-described "virtuous cycle" model: it pledges 10% of profits from its investment activities back into nonprofit organizations working in education and healthcare, making grantmaking a structural output of portfolio performance rather than a separate philanthropic initiative. No third-party data confirms total deployment, fund structures, or limited-partner composition. Figure Eight's structure blurs the line between a conventional family office and an operating company. Chakravarti actively runs an agriculture-financing business while co-managing the investment portfolio, giving the firm a built-in pattern-recognition advantage in climate-tech deal evaluation and post-investment support. The organization's impact-oriented mandate remains unusually fixed, with the 10% profit commitment creating a contractual philanthropic obligation rarely formalized by seed-stage investors of their size.
General information
Firm type
Single Family Office
Year founded
2017
AUM
Undisclosed
Location
Region
North America
Country
United States
City
Boulder
Corporate office
Boulder, CO, United States
Principals
Diana Anthony
Managing Partner / Co-Founder
Kaushik Chakravarti
Partner / Co-Founder
Sector focus
Frequently asked questions
Who runs investment decisions at Figure Eight Investments?
Diana Anthony, Managing Partner, and Kaushik Chakravarti, Partner, make investment decisions jointly. The firm emphasizes that founders communicate directly with its leadership, without layers of junior staff or investment committees, which is consistent with its self-described "admin light" operating model detailed on its website.
How is Figure Eight Investments structured—family office or venture firm?
Figure Eight describes itself as an impact-oriented family office. It deploys capital into early-stage companies rather than functioning as a multi-LP venture fund, though it has not publicly disclosed its exact legal structure or whether it raises outside capital. The firm blends venture investing with an operating business through Kaushik Chakravarti's concurrent role as CEO of CFI.
Does Figure Eight Investments participate in fund commitments or only direct deals?
The firm's public materials reference only direct investments into seed-stage companies across its three verticals of education, healthcare, and climate. There is no mention of fund-of-fund commitments, SPVs, or club deals on its website, and no external reporting confirms such activity.
Which sectors does Figure Eight explicitly invest in?
Figure Eight invests across three verticals: education, healthcare, and climate. Within education, it focuses on employable skills, experiential learning, and student wellbeing. Healthcare targets value-based care, inclusive service models, and products that reduce costs. Climate deals span agricultural innovation and market mechanisms like insurance and measurement platforms.
Where does the underlying wealth for Figure Eight Investments come from?
Kaushik Chakravarti generated the operational wealth that underpins Figure Eight through founding and exiting two companies in the automobile and telecom sectors prior to launching the firm in 2017. He also previously invested in renewables and healthcare spin-outs at PUK Ventures, a British Treasury-backed venture capital fund.
Does Figure Eight maintain philanthropic structures, and how are they separated from investments?
The firm commits 10% of its investment profits to education and healthcare non-profits, which it describes as a "virtuous cycle" model. This grantmaking obligation is structurally tied to investment returns rather than being housed in a separate foundation, making philanthropic spending a direct function of portfolio performance.
What investment stages does Figure Eight typically target?
Figure Eight focuses on seed-stage companies. Its website frames the firm as providing early support for impactful startups, with an emphasis on founders who are building scalable solutions where the firm's operational and pedagogical expertise can accelerate product development and market access.
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