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Ryan Cunningham
Principal at AI Fund with extensive experience in AI and product management
Ryan Cunningham is the Co-Founder and Partner at SHACK15 Ventures, a venture capital firm based in San Francisco that focuses on AI and deep technology investments. He has a robust background in building startups and leading product teams, having previously worked at Uber and AI Fund, where he was instrumental in developing various technology-driven companies across domains such as distributed training and swarm intelligence.
Cunningham's investment approach is characterized by a strong technical foundation combined with strategic insights, emphasizing first-principles reasoning and unit economic models. He is particularly interested in autonomous systems and leads research and development efforts at SHACK15 Ventures related to research tools powered by retrieval-augmented generation (RAG) technologies.13
He holds a bachelor's degree in finance and economics from Georgetown University and has accumulated extensive experience in product management and strategic roles, including positions at Spiketrap and Credit Suisse. Additionally, Cunningham is a voice actor, powerlifter, and martial artist, and he owns two parakeets named Kiwi and Meimei.12
