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Calypso AI
A software platform that gives every team the ability to validate, monitor, and secure their AI
About Calypso AI
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.
Source: Dealroom company dataAt a glance
- Status
- Acquired
- Founded
- 2018
- Headquarters
- San Francisco, United States
- Employees
- 30
- Open positions
- None listed
- Dealroom signal
- 61.3/100
- Industry
- Security
- Sector
- Defence, Risk Management, Network Security, Core AI, Cybersecurity, MLops, Dual-Use Tech, AI Safety
- Technology
- Artificial Intelligence, Deep Tech, Machine Learning
- Business model
- SaaS
- Client focus
- b2b
Knowledge graph
More headlines
Funding history
Company financing events and reported valuations.
| Deal type | Date | Amount | Valuation | Investors | Source |
|---|---|---|---|---|---|
| ACQUISITION✓Exit | Sep 2025 | $180M | $180M | F5 | ↗ |
| EARLY VC✓Equity / VC | Apr 2025 | $5M | $115M | Crosspoint Capital Partners | ↗ |
Financials
Revenue, earnings and other financial measures where available. Years marked “E” are estimates.
Growth signals
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.
Similar companies
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Investments and acquisitions
Recent portfolio relationships for companies that also act as investors or acquirers.
Investors
From Dealroom's funding and investor records, grouped by the round each investor first entered.
Seed5 investors entered at this stage
Frontline Ventures
Lightspeed Venture Partners
8VC
K50 Ventures
Day One Ventures
Series A10 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 investors4 additional known investors
F5
Cyber Mentor Fund- KHKyle J. Hong
Small Business Innovation Research
Source: Dealroom Talent Intelligence.
Global footprint
Market sentiment
An AI-synthesised read of the highest-engagement posts about Calypso AI on X, ranked by likes and reposts, corporate channels excluded.
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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