Prompt Security vs CalypsoAI

Both compete in Runtime Enforcement & Guardrails. Prompt Security positions itself as “Runtime security for enterprise GenAI usage, applications, and AI agents”, while CalypsoAIleads with “Full-lifecycle inference-layer security and guardrails for enterprise AI”. The table below compares what each publishes.

Where Prompt Security pulls ahead

Publishes support for GDPR, which CalypsoAI does not. Security teams governing sanctioned and shadow GenAI use while protecting homegrown AI apps and agents

Where CalypsoAI pulls ahead

Security and risk leaders in large or regulated enterprises needing model-agnostic runtime controls plus governance

Both map to NIST AI RMF, EU AI Act, so framework coverage alone will not separate them — the decision usually comes down to who operates the tool and how it fits your existing stack.

	Prompt Security	CalypsoAI
Positioning	Runtime security for enterprise GenAI usage, applications, and AI agents	Full-lifecycle inference-layer security and guardrails for enterprise AI
Category	Runtime Enforcement & Guardrails	Runtime Enforcement & Guardrails
Frameworks	NIST AI RMF, EU AI Act, GDPR	NIST AI RMF, EU AI Act
Deployment	SaaS, On-prem, API	SaaS, On-prem, API
Built for	Security, Risk, Compliance	Security, Risk, GRC
Founded	2023	2018
Headquarters	Tel Aviv, Israel	San Francisco, California, USA
Ownership	Acquired by SentinelOne (announced August 2025, reported ~$250M)	Acquired by F5, Inc. (announced September 2025)
Funding	~$23M total; investors include Hetz Ventures, Jump Capital, Ridge Ventures, Okta, F5	$40M+ total; $23M round led by Paladin Capital Group (2023); Lockheed Martin Ventures, Hakluyt Capital
Pricing	Enterprise licensing / subscription	Enterprise licensing / subscription
Key capabilities	Real-time GenAI usage visibility Policy-based prompt and data controls Sensitive-data leakage prevention Prompt-injection and jailbreak prevention MCP gateway security Model-agnostic coverage across major LLMs	Inference-layer input/output guardrails Prompt-injection and data-loss protection Model-agnostic policy enforcement Centralized visibility and audit Agentic Warfare continuous red teaming Sub-100ms latency at scale
Integrations	OpenAI, Anthropic, Google, Browser extensions / proxy, MCP servers, Enterprise SSO/SIEM	OpenAI, Anthropic, Azure OpenAI, Google, Self-hosted and open models, Enterprise SSO/SIEM
Notable customers	None published	None published
Best for	Security teams governing sanctioned and shadow GenAI use while protecting homegrown AI apps and agents	Security and risk leaders in large or regulated enterprises needing model-agnostic runtime controls plus governance
Limitations	Being integrated into SentinelOne, so standalone roadmap may converge with that platform; primarily security-focused rather than a full GRC/compliance suite	Now being absorbed into F5, so independent roadmap and packaging may change; enterprise-oriented pricing and deployment; less suited to small teams

Which should you shortlist?

Choose Prompt Security if security teams governing sanctioned and shadow GenAI use while protecting homegrown AI apps and agents

Choose CalypsoAI if security and risk leaders in large or regulated enterprises needing model-agnostic runtime controls plus governance

Neither is a substitute for a governance program. Whichever you pick, you still need people who can define the policies the tool enforces.

Full Prompt Security profile →Full CalypsoAI profile →

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