Investors & Partners at Heavybit

Dana Oshiro

General Partner, Heavybit

Dana Oshiro is a General Partner at Heavybit, a venture capital firm focused on backing the next generation of developer-focused companies. With deep expertise in DevTools, Enterprise software, AI, and Cybersecurity, Dana has demonstrated a strong track record of identifying and supporting transformative technology companies. Her notable investments include PagerDuty, Snyk, CircleCI, and LaunchDarkly—all category-defining companies that have become essential infrastructure for modern software development and security. Dana's investment philosophy centers on supporting founders building critical tools and platforms that empower developers and enterprises to build, deploy, and secure their applications more effectively. Her experience spans the full lifecycle of venture-backed companies, from early-stage selection through scaling and exit.

James Lindenbaum

General Partner, Heavybit

James Lindenbaum is a General Partner at Heavybit, a venture capital firm dedicated to supporting developer tools and infrastructure companies. With a focus on DevTools, Enterprise software, AI, and Cybersecurity, Lindenbaum has demonstrated significant expertise in identifying and scaling transformational technology companies. His investment portfolio includes several industry-leading ventures such as PagerDuty, a widely adopted incident response platform; Snyk, a leader in developer-first security; CircleCI, a pioneer in continuous integration and deployment; and LaunchDarkly, innovators in feature management. Through his work at Heavybit, Lindenbaum continues to support founders building the critical infrastructure and tools that power modern software development and enterprise operations.

Jesse Robbins

General Partner, Heavybit

Jesse Robbins is a General Partner at Heavybit, a venture capital firm dedicated to supporting early-stage infrastructure and developer tools companies. With deep expertise in DevTools, Enterprise software, AI, and Cybersecurity, Robbins has established himself as a trusted investor in companies building critical infrastructure for modern software development. His investment track record includes notable successes such as PagerDuty, Snyk, CircleCI, and LaunchDarkly—companies that have become category leaders in their respective spaces. At Heavybit, Robbins focuses on identifying and supporting exceptional founders who are solving complex technical challenges and building products that developers love. His combination of technical acumen and venture capital experience makes him a valuable advisor to portfolio companies navigating rapid growth and market expansion in the competitive infrastructure and security sectors.

Tom Drummond

Managing Director, Heavybit

Tom is a co-founder and managing partner at Heavybit who specializes in AI picks-and-shovels companies for the enterprise, focusing on the tooling and infrastructure that help developers build products rather than end-user applications. He brings a macro-aware perspective that considers cross-border trade risks for hardware and deep-tech investments, while maintaining a technically fluent communication style that translates between AI labs and application builders.