Caleb Sima is an accomplished angel investor with a distinguished career spanning entrepreneurship and cybersecurity. See sector focus and contact routes.
Caleb Sima is an accomplished angel investor with a distinguished career spanning entrepreneurship and cybersecurity leadership. He served as the Founding General Partner at WhiteRabbit and has a strong track record as a two-time founder, successfully building and exiting both SPI Dynamics and Bluebox. His expertise in security was further solidified during his tenure as Chief Security Officer at Robinhood, where he played a pivotal role through the company's significant $40 billion initial public offering. Leveraging this extensive experience, Caleb has strategically backed over 50 security companies, demonstrating a deep commitment to fostering innovation in the sector. He continues to actively invest in the next generation of security founders, with a particular focus on advancements in artificial intelligence and agent-based technologies.
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