CalypsoAI vs Robust Intelligence

CalypsoAI was an AI security company founded in the US in 2018 by Neil Serebryany, its first CEO; it describes itself as founded in Silicon Valley, and its early press releases carry Washington datelines. It began with software for testing, validating and monitoring AI and machine learning models for national security, finance and other regulated customers, and moved to securing generative AI with CalypsoAI Moderator in 2023. Donnchadh Casey became CEO in August 2024. In October 2024 CalypsoAI named Dublin its global co-headquarters, alongside a US headquarters in New York; IDA Ireland says the CEO, the CTO and most of its R&D were based in Dublin. Paladin Capital Group led its $13 million Series A (July 2020) and a $23 million Series A-1 (June 2023), and F5 says it raised more than $40 million in venture funding. Investors also included Lockheed Martin Ventures and Hakluyt Capital. F5 announced on September 11, 2025 that it would acquire CalypsoAI for $180 million in purchase consideration, mostly cash. F5's 10-Q says the deal closed on September 26, 2025 and records $145.2 million in cash consideration. CalypsoAI is no longer sold separately: calypsoai.com now redirects to F5's AI Guardrails page. F5 introduced F5 AI Guardrails and F5 AI Red Team when it announced the close, and made both generally available in January 2026. Buyers should evaluate those products. **What it sold** By 2025 CalypsoAI sold an inference security platform with two main products. Inference Defend checked prompts and responses in real time to block prompt injection, jailbreaks and sensitive data leakage, using custom scanners that could be versioned, tested and enforced per project. Inference Red-Team ran automated and agent-driven multi-turn attacks, drawing on more than 10,000 new attack prompts a month, and produced a risk score. The platform logged AI interactions for audit, sent logs to Splunk, and ran as SaaS, on premises or hybrid. In August 2025 CalypsoAI said an on-premises version of Red-Team, for organizations with strict data residency or air-gapped requirements, would soon be available in early access. **Frameworks** In August 2025 CalypsoAI added an EU AI Act scanner package to Inference Defend, covering four Article 5 prohibited-practice categories: manipulation, social scoring, biometric data harvesting and surveillance. F5's deal announcement said its governance features help customers meet GDPR and EU AI Act requirements. We found no CalypsoAI mapping to the NIST AI RMF or ISO 42001.

Robust Intelligence was an AI security company founded in 2019 by Yaron Singer, a Harvard computer science and applied mathematics professor who became its CEO, and Kojin Oshiba, his former student. It was based in San Francisco and also had operations in Israel. Sequoia Capital led its seed and Series A rounds ($14 million combined, announced in October 2020), and Tiger Global and Sequoia led a $30 million Series B in December 2021, bringing its funding to about $44 million. Cisco Investments was also an investor. Cisco announced its intent to acquire Robust Intelligence on August 26, 2024 and completed the deal on September 24, 2024. The price was not disclosed. Robust Intelligence is no longer a separate product: its technology is the core of Cisco AI Defense, which Cisco unveiled on January 15, 2025 and said would be available that March. Buyers should evaluate Cisco AI Defense. **What it sold** Robust Intelligence started with RIME (the Robust Intelligence Model Engine), built around an "AI Firewall" that wraps a model, checks its inputs and outputs, and stress-tests it. Its later platform had two parts. AI Validation automatically tested models for security and safety vulnerabilities (such as prompt injection and data poisoning) before and after deployment, scanned open-source models, data and files for supply chain vulnerabilities such as malicious pickle files, recommended guardrails and produced reports. AI Protection applied those guardrails in production. It ran as SaaS in Robust Intelligence's private AWS VPC or as a hybrid deployment with a self-hosted data plane, and it integrated with observability and SIEM tools such as Splunk, Datadog, CrowdStrike and AppDynamics. The company also co-developed the AI Risk Database and said it co-authored NIST's adversarial machine learning taxonomy and contributed to the OWASP Top 10 for LLM Applications. **Frameworks** Its product page says tests were mapped to the OWASP Top 10 for LLM Applications, MITRE ATLAS, NIST's adversarial machine learning taxonomy, the EU AI Act and the White House executive order on AI. It does not mention the NIST AI RMF or ISO 42001. Cisco AI Defense maps to the NIST AI RMF, MITRE ATLAS and the OWASP Top 10 for LLMs. **Status** The robustintelligence.com site is still online and describes AI Validation and AI Protection without mentioning Cisco. We found no current way to buy Robust Intelligence separately from Cisco.