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Kwasi Kyei

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At a glance

Full Name
Kwasi Kyei
Title
Co-Founder & President (formerly Principal, Cigna Ventures)
Firm
Handspring Health (current) / Cigna Ventures (former)
Firm Type
Corporate venture capital (Cigna Ventures); healthcare startup operator (Handspring). Listed in stub as "Angel Investors."
Investment Stage
Late-venture / early-growth healthcare (at Cigna Ventures); seed-stage exposure as an angel/operator
Sector Focus
Healthcare, digital health, behavioral/mental health, health data
Geographic Focus
United States
Location
New York metro area

Background

Kwasi Kyei is a healthcare investor-turned-operator. He is Co-Founder and President (also described as COO) of Handspring Health, a virtual behavioral-health clinic for children, teenagers, and young adults that pairs evidence-based therapy with parent coaching and clinician training. He co-founded the company with Sahil Choudhry, a fellow Cigna Ventures alumnus, and the two launched it out of their shared healthcare venture-capital backgrounds.

Before founding Handspring, Kyei was a Principal at Cigna Ventures, the roughly $450M corporate venture arm of The Cigna Group, where he focused on late-venture and early-growth investments in healthcare. His deal work there included companies such as Datavant (health-data connectivity), Ginger (mental health, later merged with Headspace), Octave (behavioral health), and Cleerly Health (cardiac imaging/diagnostics).

Earlier in his career, Kyei worked as a healthcare investor at Sandbox Industries, in investment banking covering healthcare at UBS, and in corporate development and M&A at The Advisory Board Company. This blend of banking, corporate development, and venture experience underpins both his investing lens and his operating role.

Kyei earned a Bachelor's degree from Davidson College and an MBA from the Yale School of Management.

Investment Thesis & Focus

  • Focused squarely on healthcare and digital health, reflecting a career spent entirely in the sector across banking, corporate development, and venture.
  • At Cigna Ventures, invested at the late-venture / early-growth stage in companies advancing health-data infrastructure (Datavant), behavioral/mental health (Ginger, Octave), and clinical diagnostics (Cleerly).
  • Strong affinity for mental and behavioral health — a thesis he ultimately backed with his own career by co-founding Handspring to fix the "missing middle" of youth mental healthcare with evidence-based, insurance-covered, virtual care.
  • Values evidence-based clinical models and measurable outcomes (Handspring is built around clinician training, quality of care, and no-waitlist access), a signal of what he likely looks for in health companies.

Notable Investments

  • Datavant — health-data connectivity and de-identification platform for securely exchanging healthcare data (Cigna Ventures portfolio).
  • Ginger — on-demand mental health/coaching platform; merged with Headspace in 2021 to form Headspace Health (Cigna Ventures portfolio).
  • Octave — modern behavioral-health/therapy provider (Cigna Ventures portfolio).
  • Cleerly Health — AI-driven coronary artery disease diagnostics that quantify and characterize disease to tailor therapy (Cigna Ventures portfolio).
  • Handspring Health — co-founder; virtual youth behavioral-health clinic (not a passive investment but his current venture).

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