Cliff Holekamp is a cofounder and General Partner of Cultivation Capital. Before venture he worked in enterprise sales at IBM and founded Foot Healers, which he led as President and sold to private equity in 2007. He was Professor of Practice and Academic Director for Entrepreneurship at the Olin Business School at Washington University in St. Louis until retiring from that role in 2019. He holds a BA from Washington and Lee University and an MBA from Washington University in St. Louis. His firm profile lists current portfolio board seats at Decide, Benchmark Email, Policy Engage, Clever Real Estate, PlanGap, ScopeStack and Parsec Education, alongside non-profit board service including the South Carolina Research Authority, the Clemson University Research Foundation, NextGEN, the Holekamp Seed Fund, the Skandalaris Center at Washington University in St. Louis and the Board of Trustees of Washington and Lee University. SEC Form D filings name him as a manager or managing director of the general partners of Cultivation Capital Tech Fund IV, Cultivation Capital Seed Fund III and Cultivation Twain Seed Fund II.
Education
Washington and Lee University, BA
Washington University in St. Louis, MBA
Previous Experience
Enterprise sales, IBM
Founder and President, Foot Healers (sold to private equity in 2007)
Professor of Practice and Academic Director for Entrepreneurship, Olin Business School, Washington University in St. Louis (retired 2019)
Notable Investments
DecideBenchmark EmailPolicy EngageClever Real EstatePlanGapScopeStackParsec Education
Board Seats
Decide
Benchmark Email
Policy Engage
Clever Real Estate
PlanGap
ScopeStack
Parsec Education
Career Timeline
2007
Sells Foot Healers, the company he founded and led as President, to a private equity buyer.
2019
Retires as Professor of Practice and Academic Director for Entrepreneurship at Olin Business School, Washington University in St. Louis.
2021
Named as a Managing Director and Director of the general partner in the Form D for Cultivation Twain Seed Fund II, L.P., filed 9 August 2021.
2022
Named as a Managing Director and Director of the general partner in the Form D for Cultivation Capital Tech Fund IV, LP.
2024
Named as a Manager of the General Partner in the Form D for Cultivation Capital Seed Fund III, L.P.