Glasswing Ventures is a Boston-based venture capital firm specializing in AI-native and frontier technology startups. The firm is known for backing companies that embed artificial intelligence at the core of their products, enabling enterprise transformation across security, productivity, operations and next-generation compute. With deep technical and commercial expertise, a large advisory network and a hands-on approach, Glasswing Ventures partners with founders building the next wave of intelligent enterprise systems.
Glasswing Ventures focuses on AI-native platforms, enterprise automation, cybersecurity innovation and frontier technologies that reshape digital and physical workflows. The firm prioritizes companies building core AI infrastructure, intelligent defense systems, vertical AI solutions, physical AI, collaborative intelligence platforms and next-generation computing technologies.
Glasswing Ventures has closed its third fund at more than 200 million dollars. Fund III continues the firm’s strategy of investing in AI-native enterprise applications, automation platforms and frontier technologies that redefine how companies operate.
The fund will target areas such as vertical AI systems optimized for industry-specific workflows, physical AI capable of perception and complex real-world action, AI-adaptive infrastructure with reinforcement-learning frameworks, intelligent enterprise defense technologies and next-gen compute leveraging distributed systems and quantum architectures.
Fund III will back approximately 25 companies during its investment period. Glasswing will lead and co-lead pre-seed and seed rounds, maintaining significant reserves for follow-ons to support scaling companies. Two investments have already been made out of the new vehicle. The fund is backed by both returning and new limited partners across institutional and strategic categories.
Leadership
Glasswing Ventures is led by founder and managing partner Rick Grinnell and founder and managing partner Rudina Seseri, together with managing director Kleida Martiro. Their combined backgrounds span AI, enterprise software, cybersecurity, venture capital and operational leadership. The firm also leverages seasoned operating partners and a 62-member advisory council that provides portfolio companies with direct access to enterprise customers, talent networks and deep domain expertise.
Investment Strategy
Glasswing Ventures follows a thesis-driven strategy focused on AI-native software and frontier technologies that deliver measurable enterprise value. The firm invests at the earliest stages, typically leading or co-leading pre-seed and seed rounds, and supports founders through commercial readiness, technical diligence, customer access and early sales pathways. Glasswing’s advisory councils and technical networks help founders validate product direction, accelerate go-to-market and build strong enterprise relationships. The fund prioritizes solutions that integrate deeply into business workflows, deliver intelligent automation, enhance security and leverage breakthroughs in compute and AI architecture.
Notable Investments
Fund III has already made two initial investments, though they have not yet been disclosed. Across prior funds, Glasswing Ventures has backed companies aligned with AI-native enterprise software, intelligent cybersecurity and frontier automation technologies, benefiting from the firm’s extensive advisory networks and enterprise-focused investment model.
Notable Exits
The firm has not publicly tied specific notable exits to Fund III. Across earlier funds, Glasswing’s investment portfolio includes multiple high-growth companies in enterprise AI, cybersecurity and automation, with several progressing into later-stage rounds and strategic partnerships.
Other
Glasswing Ventures brings a highly specialized AI-native lens to early-stage investing. The firm’s access to enterprise buyers through its advisory councils provides a unique advantage for startups seeking rapid validation and customer traction. Glasswing also maintains deep technical expertise across AI security, physical AI, compute infrastructure and reinforcement-learning systems. For founders building sophisticated AI-first platforms with strong enterprise potential, Glasswing offers both capital and a highly targeted support structure built to accelerate adoption. The firm remains committed to backing pre-seed and seed founders, providing long-term support throughout the scaling journey.
United States
