RunSybil

RunSybil

AI-native autonomous penetration testing platform

Overview

RunSybil builds AI-native security tooling that continuously tests live systems. Its flagship product, the Sybil AI agent, performs autonomous black-box penetration testing against applications and infrastructure by interacting with real interfaces rather than relying on static code analysis. Sybil reasons like a hacker, chaining small weaknesses to uncover privilege escalations or cross-tenant data access, and it automatically documents findings for fast remediation. Unlike traditional scanners, it operates without human input and provides security feedback on every pull request, helping teams reduce false positives and move away from infrequent bug bounty programs. The company targets a subscription-based model for startups and large enterprises, including names like Cursor, Notion, and Turbopuffer, and raised funding to scale R&D and go-to-market efforts. Its goal is to automate hacker-like intuition to continuously improve an organization’s security posture.

About RunSybil

Simplify's Rating
Why RunSybil is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Enterprise Software

Cybersecurity

AI & Machine Learning

Company Size

11-50

Company Stage

Early VC

Total Funding

$40M

Headquarters

San Francisco, California

Founded

2023

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Simplify's Take

What believers are saying

  • Deployment-linked testing catches exploitable flaws at commit time, before release.
  • Enterprise and regulated buyers want continuous validation as AI-driven development accelerates.
  • The $40 million Khosla-led round supports product development and enterprise go-to-market.

What critics are saying

  • Palo Alto Networks can bundle autonomous testing into existing security platforms.
  • Static-analysis vendors like Claude Code Security can capture earlier developer budgets.
  • A single destructive test or missed exploit would rapidly damage enterprise trust.

What makes RunSybil unique

  • Ari Herbert-Voss and Vlad Ionescu combine OpenAI and Meta offensive-security experience.
  • Sybil performs continuous black-box penetration testing on live applications, not static code scans.
  • The platform chains vulnerabilities across code, APIs, cloud, and infrastructure.

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Funding

Total Funding

$40M

Above

Industry Average

Funded Over

1 Rounds

Notable Investors:
Early VC funding comparison data is currently unavailable. We're working to provide this information soon!
Early VC Funding Comparison
Coming Soon

Benefits

Company Equity

Remote Work Options

Hybrid Work Options

Growth & Insights

Headcount

6 month growth

4%

1 year growth

-12%

2 year growth

-24%

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