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Calypso AI

Defence · San Francisco, United States · Founded 2018

A software platform that gives every team the ability to validate, monitor, and secure their AI MoreLess

Calypso AI provides an adaptive AI security platform designed to enable organizations to securely manage and govern their artificial intelligence systems, with a particular focus on large language models (LLMs). The company was founded in 2018 by Neil Serebryany, who was inspired to create the company after his work in the US intelligence community at the National Geospatial-Intelligence Agency revealed the significant security vulnerabilities of AI. At the age of 19, while working at the Department of Defense, Serebryany authored a white paper on AI security, and when his recommendations were not implemented, he decided to start CalypsoAI. Having taken university classes at UCLA since age 13, he had already formed connections in the venture capital world who backed his vision.

The company operates on a business-to-business (B2B) software-as-a-service (SaaS) model, generating revenue through subscriptions and licensing agreements for its AI security platform. CalypsoAI targets a diverse client base that includes enterprises in highly regulated industries such as financial services, healthcare, pharmaceuticals, and insurance, as well as government and military agencies. These organizations require robust security to protect sensitive data and ensure compliance as they adopt AI technologies. In September 2025, CalypsoAI was acquired by F5 Networks for $180 million.

CalypsoAI's core product is a comprehensive platform that offers a suite of solutions for testing, validating, and monitoring both internally developed and third-party AI applications. The platform is model-agnostic, meaning it can support various emerging AI models, and provides tools for AI risk management, model validation, and security posture assessment. Key features include modules named 'Red-Team' for simulating attacks, 'Defend' for real-time threat interception, and 'Observe' for comprehensive monitoring and logging. This allows organizations to detect vulnerabilities, understand data biases, prevent data leakage, and defend against adversarial machine learning attacks and prompt injections before deploying models widely. The platform provides real-time visibility into model behavior and customizable policy-based access controls to ensure governance and security across the AI lifecycle.

Keywords: AI security, large language models, LLM security, model risk management, generative AI governance, AI validation, adversarial machine learning, MLSecOps, AI threat detection, enterprise AI security, AI compliance, model testing, data leakage prevention, prompt injection defense, AI risk assessment, responsible AI, secure AI adoption, AI governance platform, cybersecurity for AI, machine learning security

Company overview

Calypso AI company information

The essential company record, classifications and operating signals in one place.

Status
Acquired
Founded
2018
Headquarters
San Francisco, United States
Employees
30
Open positions
None listed
Dealroom signal
61.3
client focusb2btechnologyArtificial IntelligencetechnologyDeep TechtechnologyMachine LearningsectorDefencebusiness modelSaaSindustrySecuritysectorRisk ManagementsectorNetwork SecuritysectorCore AIsectorCybersecuritysectorMLopssectorDual-Use TechsectorAI Safety

Valuation & funding

Calypso AI funding history

Company financing events and reported valuations.

Deal typeDateAmountValuationInvestorsSource
ACQUISITIONExit Sep 2025 $180M $180M F5
EARLY VCEquity / VC Apr 2025 $5M $115M Crosspoint Capital Partners
EARLY VCEquity / VC Dec 2023 $0 Hakluyt Capital
SERIES AEquity / VC Jun 2023 $23M $92M Anne Wojcicki · Paladin Capital Group · Hakluyt Capital · Auren Hoffman
SERIES AEquity / VC Jul 2020 $13M $52M Frontline Ventures · Manta Ray Ventures · Paladin Capital Group · 8VC
SEEDEquity / VC Apr 2019 Lightspeed Venture Partners · 8VC · K50 Ventures · Frontline Ventures
SEEDEquity / VC Nov 2018 Frontline Ventures
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Financials

Revenue and workforce over time

Available revenue and workforce history. Fields without reported data are omitted.

YearRevenueGrowthEmployees
2026 $7M 0% 30
2025 $7M 0% 30
2024 $7M 0% 68
2023 $7M 0% 51
2022 $7M +89.2% 45
2021 $3.7M +146.7% 40
2020 $1.5M 30
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Growth signals

Calypso AI website traffic

Latest recorded traffic for Calypso AI is 3.1K monthly website visits, up 14.8% over the last three months. Calypso AI's team grew 0% over the past year.

Latest monthly visits3.1K 3-month web change+14.8% 1-year team growth0%
Monthly website visits75 observations · Feb 2020–Jul 2026
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Comparisons

Calypso AI compared with similar companies

Dealroom’s weighted taxonomy model identifies the closest operating peers. Company identity and context stay open; selected comparison metrics preview what is available in the platform.

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Talent graph

Calypso AI's talent

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Team profiled 19 named & role-tagged
Founders Hidden — book a demo/100 quality score
Key operators 3 quality Hidden — book a demo/100
Potential founders Hidden — book a demo likely future founders
Startup mafia Hidden — book a demo alumni-founded startups
Talent movements Hidden — book a demo in · Hidden — book a demo out past 12 months

Source: Dealroom Talent Intelligence.

Investors

19 investors on Calypso AI's cap table

Sourced from Dealroom's funding and investor records. Investor profile links are shown where available.

Series A 10 investors entered at this stage
Paladin Capital Group
Manta Ray Ventures
Pallas Ventures
Lockheed Martin Ventures
Anne Wojcicki
Hakluyt Capital
Auren Hoffman
Susan Wojcicki
Expeditions Fund
Crosspoint Capital Partners
Other known 4 additional known investors
F5
Cyber Mentor Fund
Kyle J. Hong
Small Business Innovation Research

Global footprint

Where Calypso AI has talent and traffic

Workforce by country
🇺🇸 United States · San Francisco HQ
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In the news

Latest news about Calypso AI

Recent press, funding announcements, and product moves mentioning Calypso AI — open to read from the original sources.

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Market sentiment

What the market is saying about Calypso AI

An AI-synthesized read of the highest-engagement posts about Calypso AI on X over the past 7 days. We rank by likes & retweets, ignore corporate channels, and surface the themes that broke out from real people.

Reading the room on X — pulling top posts and synthesizing themes…

Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour

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