Jeremy Kai Proctor

About

Jeremy Kai Proctor is a venture investor and startup ecosystem contributor serving as VC at Headline. Before joining Headline, his career included investment work at SoftBank, operating experience as Country Manager for Cameo in Japan, and strategy consulting. Jeremy brings both operator and investor perspectives on building in Japan, evaluating frontier technologies, market entry, distribution, and the evidence early-stage founders need to build conviction with global venture investors. The role provides direct exposure to how investors assess teams, markets, differentiation, traction, and a company’s ability to grow beyond its initial market. In practice, that perspective connects founder quality, market evidence, investment fit, and the long-term work required to build a company that investors can continue supporting. Jeremy is particularly relevant to conversations around fundraising readiness, investor decision-making, venture-scale growth, and the signals that help founders build conviction with capital partners.