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CalypsoAI

Former AI security startup, now F5 AI Red Team

Automated platformAgents and toolsRuntime guardrailsCompliance mapping

CalypsoAI is now sold as F5 AI Red Team and F5 AI Guardrails. F5 AI Red Team runs continuous automated testing with swarms of attacker agents, and findings can become guardrail policies; it deploys on AWS, Azure, GCP or on-premises, including air-gapped. F5 offers a free trial, and F5 Labs still publishes the CASI model security leaderboard each month.

Best for: F5 customers, and teams that need on-premises or air-gapped automated testing.

Acquired by F5 (closed Sep 2025); now F5 AI Red Team

  • ✓ Maps to OWASP
  • – Maps to MITRE ATLAS
  • ✓ Maps to the EU AI Act
  • – SOC 2 or ISO 27001
Visit CalypsoAI

Facts checked November 9, 2026 against the sources listed below. CalypsoAI does not pay to appear here.

1 Legal nameCalypsoAI
2 HeadquartersDublin, Ireland
3 Founded2018
4 TeamNot disclosed
5 What they testLLM apps, RAG, Agents and tool use, Prompt injection and jailbreaks, Data leakage, Bias and harms
6 FrameworksOWASP LLM Top 10, OWASP Agentic Top 10, NIST AI RMF, EU AI Act
7 CertificationsNot disclosed
8 Published pricesNot disclosed
9 Customers and partnersF5 lists Dell, NVIDIA, Forcepoint and Equinix as technology partners. Case studies are anonymous.

Worth knowing before you sign

  • Brand retired; calypsoai.com redirects to F5.
  • Price unclear: $145.2M in F5 filings vs $180M in press reports.
  • Automated only; F5 does not document a human-led service.

Go to CalypsoAI's site

Sources

  1. F5 blog: acquisition completed
  2. F5: AI Red Team
  3. F5 Labs: CASI leaderboard
  4. F5 10-K
  5. ThinkBusiness: deal coverage

Work at CalypsoAI? Send corrections with a source to editors@bestairedteamingcompanies.com. We fix verified errors within five business days.

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