Calypso AI (now F5 AI Guardrails)
https://www.f5.com/products/ai-guardrails
Dublin / NYC founded 2018; GenAI security and content scanning. $23M Series A-1 Aug-2024 (Paladin Capital + Lockheed Martin Ventures). Pivoted from defence ML to enterprise GenAI guardrails 2023-24.
Acquired · Verified 2026-10-28 · fresh as of 2026-10-28 · 18 cited facts, 0 with a third-party source · 1 recorded change · Suggest a correction
At a glance
- Type
- Enterprise LLM/agent security & content scanner vendor fix
- Tier
- T2
- Created
- 2018 (founded) vendor fix
- Latest release
- not applicable — wrong section fix
- License
- not applicable — not OSS fix
- GitHub
- not applicable — no GitHub repo fix
- Pricing
- not applicable — wrong section fix
- Funding
- Raised over $40M in venture funding; acquired by F5 for $180M purchase consideration (announced 2025-09-11) vendor fix
- Freshness
- 2026-10-28 fix
- Layer
- agent-infra repo fix
- Licensing
- commercial vendor fix
When to use
Optimised for: enterprise GenAI scanner + LLM red-team
Anti-fit: not applicable — wrong section
Pros & cons
Pros
Defence pedigree; Lockheed-backed; mature commercial product; multi-model scanner.
Cons
Older brand identity; pivoted from earlier ML-security thesis; less GenAI-native than 2023-vintage rivals.
Claims & capabilities
$23M Series A-1 Aug-2024 (Paladin + Lockheed Martin Ventures); >$38M total raised; defence pedigree
Technical surface
- API surface
- not applicable — wrong section
- Backend storage
- not applicable — wrong section
- Deployment
- not applicable — wrong section
- Embedding model
- not applicable — not a memory product
- Multi-tenancy
- not applicable — wrong section
- MCP
- not applicable — wrong section
- A2A
- not applicable — wrong section
- OpenTelemetry
- not applicable — wrong section
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- Promptfoo T2
OSS (MIT) prompt-engineering eval and red-team CLI; supports OWASP LLM Top-10 vulnerability tests, jailbreak generation, and CI/CD pipeline integration. $5M seed Mar-2024 (Andreessen Horowitz). Founders ex-Discord + ex-Smile Identity.
- Protect AI T2
Founded 2022 by Ian Swanson + Daryan Dehghanpisheh (ex-AWS); AI/ML supply-chain + GenAI security. Acquired by Palo Alto Networks (2025-07-22; announced Apr-2025, reported $700M); its capabilities now ship in Prisma AIRS. Products: Recon (red-team), ModelScan (model artifact scanner), Sightline (vulnerability DB).
- Garak T3
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Sources (17 cited facts, 0 third-party)
Each fact links to the page it came from; the badge says who published it (how to read sources).
- What it is Enterprise LLM/agent security & content scanner vendor
- What it does & what's distinct Dublin / NYC founded 2018; GenAI security and content scanning. $23M Series A-1 Aug-2024… vendor
- Claims / benefits $23M Series A-1 Aug-2024 (Paladin + Lockheed Martin Ventures); >$38M total raised; defen… vendor
- Created 2018 (founded) vendor
- Funding Raised over $40M in venture funding; acquired by F5 for $180M purchase consideration (an… vendor
- Customers / scale Defence + Fortune 500 enterprise vendor
- Compliance FedRAMP roadmap; SOC 2 vendor
- HQ NYC / Dublin vendor
- Founders / pedigree Neil Serebryany (CEO; ex-DARPA) vendor
- Optimised for enterprise GenAI scanner + LLM red-team vendor
- Pros Defence pedigree; Lockheed-backed; mature commercial product; multi-model scanner. vendor
- Cons Older brand identity; pivoted from earlier ML-security thesis; less GenAI-native than 20… vendor
- Project & sources calypsoai.com/ vendor
- architecture-deployment-locus local vendor
- licensing-bucket commercial vendor
- positioning-platform-vs-product platform vendor
- taxonomy-three-layer-rollup agent-infra repo
What changed
Changes to this record's lifecycle, licence, release, pricing and hosting facts, from the catalog's git history. Subscribe (Atom)
- 2026-10-28
- Name “Calypso AI” → “Calypso AI (now F5 AI Guardrails)”
- Homepage “https://calypsoai.com/” → “https://www.f5.com/products/ai-guardrails”
- Funding / ownership “$23M Series A-1 Aug-2024 (Paladin + Lockheed; >$38M total)” → “Raised over $40M in venture funding; acquired by F5 for $180M purchase consideration (announced 2025-09-11)” source
Related systems
Referenced by (3)
- NVIDIA NeMo Guardrails integrates with — NeMo Guardrails docs have a F5 AI Guardrails third-party guardrail page. (verified 2026-10-29)
- Portkey AI integrates with — Portkey docs have a F5 Guardrails guardrails integration page. (verified 2026-10-29)
- TrueFoundry AI Gateway integrates with — TrueFoundry AI Gateway ecosystem lists a F5 CalypsoAI guardrails integration page. (verified 2026-10-29)