Caleb Sima

Caleb Sima is an accomplished angel investor with a distinguished career spanning entrepreneurship and cybersecurity. See sector focus and contact routes.

About Caleb Sima

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.

Caleb Sima at a glance

Role
Angel Investor
Location
San Francisco, CA, United States
Investor type
Individual/Angel
Focus areas
Mr. Caleb Sima serves as Co-Founder & Executive Chairman at Bluebox. Mr. Caleb Sima serves as Board Member at Cobalt.He was a Co-Founder and served as Executive Chairman at Bluebox. He also serves as Board Advisor of Kabbage. Prior to this he was CEO of Armorize Technologies, an internationally acclaimed, SaaS-based malware monitoring and code security analysis firm headquartered in San Francisco. Before his tenure at Armorize, Caleb served as Chief Technology Officer for HP’s Application Security Center and was responsible for directing the lifecycle of the company’s web application security solutions. He joined HP following the acquisition in 2007 of SPI Dynamics, the company he co-founded and led as CTO, where he oversaw the development of WebInspect – a solution that set the bar in Web application security testing tools. Prior to co-founding SPI Dynamics in early 2000, Caleb worked for Internet Security Systems’ elite X-Force R&D team and as a Security Engineer for S1 Corporation.

Frequently asked about Caleb Sima

What does Caleb Sima invest in?
Caleb Sima (San Francisco, CA, United States) — sector focus: Mr. Caleb Sima serves as Co-Founder & Executive Chairman at Bluebox. Mr. Caleb Sima serves as Board Member at Cobalt.He was a Co-Founder and served as Executiv….
How do I contact Caleb Sima?
Caleb Sima's published profile links (website, LinkedIn or X where available) are listed on the StartupFundraising.com investor profile.
Where is Caleb Sima headquartered?
Caleb Sima is based in San Francisco, CA, United States.

StartupFundraising tracks this firm record from SEC filings and announced rounds, updating focus, location and portfolio history as new data lands. Use it to gauge fit before an outreach, then widen the search to investors in San Francisco.

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