RunSybil Secures $40 Million Investment Led By Khosla Ventures In AI Cybersecurity Solution
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Closing
Mar 18, 2026
AI
RunSybil, an AI cybersecurity startup, has raised $40 million in a funding round led by Khosla Ventures, with participation from S32, the Anthology Fund from Anthropic, Menlo Ventures, Conviction, Elad Gil, and several angel investors including Nikesh Arora, Amit Agarwal, and Jeff Dean. The investment will support RunSybil's efforts in enhancing its cybersecurity solutions, focusing on continuous autonomous penetration testing on live software to identify and exploit vulnerabilities.
Summary of transaction details:
- Deal Type: Funding Round
- Transaction Amount: $40,000,000
- Founders: Ari Herbert-Voss & Vlad Ionescu
- Headquarters: San Francisco, California
- Notable Investors: Khosla Ventures, S32, Anthology Fund, Menlo Ventures, Conviction, Elad Gil, Nikesh Arora, Amit Agarwal & Jeff Dean
Founded in 2023, RunSybil aims to embed security testing as a permanent capability within software development, assisting startups, major financial institutions, and Fortune 500 companies in detecting critical flaws that traditional methods often overlook. The company's AI agent, Sybil, automates the process of ethical hacking, thereby contributing to enhanced cybersecurity measures across various sectors.
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Purchase Price
Annual NOI
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Interest Rate (%)
Loan Term (yrs)
Down Payment (%)
Cap Rate
5.80%
Cash-on-Cash
-1.66%
Monthly Payment
$14,164
Annual Debt Svc
$169,964
Annual Cash Flow
$-11,334
DSCR
0.93