CalypsoAI vs Prompt Security
Side-by-side comparison of framework coverage, pricing, capabilities, and target customers. Last verified April 2026.
https://aicompliancevendors.com/compare/calypsoai-vs-prompt-securityCalypsoAI
Adaptive AI security platform securing models and applications at inference layer
CalypsoAI provides a full-lifecycle platform to secure AI models, applications, and agents at the inference layer against adversarial threats, data leaks, and compliance failures. The platform offers real-time threat defense, proactive red-teaming with agentic testing against thousands of attack prompts monthly, runtime guardrails for sensitive data and policy enforcement, and centralized observability with audit logs for regulatory needs. Targeted at enterprises deploying GenAI, it supports model-agnostic protection across SaaS, on-premises, and hybrid environments, enabling safe innovation without vendor lock-in. Acquired by F5 in 2025 for $180M, its capabilities integrate into F5's application delivery platform.F5 press release, Paladin press, homepage (279 words)
Prompt Security
Prompt Security is the AI security company helping you manage GenAI risks.
Prompt Security is a Tel Aviv-based AI security company founded in August 2023 by Itamar Golan (CEO) and Lior Drihem (CTO), both alumni of Israel's elite Unit 8200 with prior experience at Check Point and Orca Security. The company provides an enterprise platform for securing all generative AI interactions — covering employee AI tool usage (shadow AI discovery, data protection), homegrown AI applications (prompt injection defense, output filtering), AI code assistants, and agentic AI security including MCP gateway protection. Prompt Security is a core contributor to the OWASP Top 10 for LLM Applications. The company raised $23M prior to its acquisition by SentinelOne, which was completed on September 5, 2025. Prompt Security continues to operate as a standalone platform and product brand within SentinelOne's Singularity platform. CRN named it a 2025 Stellar Startup in Security.
What the data shows
We haven't published an editorial verdict on this pair yet. The comparison below is built from public vendor materials and our taxonomy — no editorialized ranking.
- Shared framework coverage: EU AI Act
- Only CalypsoAI covers: GDPR Art. 22, HIPAA
- Only Prompt Security covers: ISO/IEC 42001, NIST AI RMF
- Shared capabilities: 2 of 17 listed.
Want our editorial take? Email the editors or read our methodology.
At a glance
| Attribute | CalypsoAI | Prompt Security |
|---|---|---|
| Founded | 2018 | 2023 |
| Headquarters | Dublin, IE | Tel Aviv, Israel |
| Employees | 51-200 | 11-50 |
| Funding | $40M+ venture funding; Series A $13M (2020, Paladin-led), $23M (2023, Paladin-led), Crosspoint (2025); acquired by F5 for $180M (2025) | Series A, $23M total raised ($5M seed 2023, $18M Series A Nov 2024 led by Jump Capital). Acquired by SentinelOne, completed September 5, 2025 for approximately $180–$250M in cash and stock. |
| Pricing | Enterprise licensing; contact sales for quote, depending on deployment (SaaS/on-prem/hybrid) and plan. | Now part of SentinelOne Singularity Platform. Continues as a standalone product. Enterprise pricing only; contact sales or SentinelOne. |
| Website | Visit site | Visit site |
Framework coverage
| Framework | CalypsoAI | Prompt Security |
|---|---|---|
| EU AI Act | Partial | Full |
| GDPR Art. 22 | Partial | — |
| HIPAA | Partial | — |
| ISO/IEC 42001 | — | Full |
| NIST AI RMF | — | Partial |
Capabilities
| Capability | CalypsoAI | Prompt Security |
|---|---|---|
| AI Incident Response | ✓ | — |
| AI Model Inventory | — | ✓ |
| Audit Evidence Collection | — | ✓ |
| Audit Logging | ✓ | — |
| Bias & Fairness Testing | — | ✓ |
| Hallucination Detection | ✓ | — |
| LLM Evaluation | ✓ | — |
| LLM Guardrails | ✓ | — |
| LLM Guardrails & Content Filtering | ✓ | ✓ |
| LLM Observability | ✓ | — |
| LLM Red Teaming | ✓ | ✓ |
| Model Monitoring | — | ✓ |
| Policy Management | — | ✓ |
| Prompt Management | ✓ | — |
| Regulatory Intelligence | — | ✓ |
| Risk Assessment Workflow | — | ✓ |
| Third-Party AI Vendor Risk | — | ✓ |
Industries served
CalypsoAI
- Government & Public Sector
- Defense & National Security
Prompt Security
- Financial Services
- Healthcare
- Insurance
- Employment & HR
- Education
- SaaS & Technology
- Retail & E-commerce
Integrations
CalypsoAI
- None listed
Prompt Security
- Okta
- Slack
- OpenAI API
- GitHub
- Azure Entra ID
- Jira
- Anthropic API
Frequently asked
What is the difference between CalypsoAI and Prompt Security?+
CalypsoAI is Adaptive AI security platform securing models and applications at inference layer; Prompt Security is Prompt Security is the AI security company helping you manage GenAI risks. The full side-by-side covers framework coverage (1 shared, 2 unique to CalypsoAI, 2 unique to Prompt Security), pricing model, and capability overlap.
How do CalypsoAI and Prompt Security pricing compare?+
CalypsoAI: Enterprise licensing; contact sales for quote, depending on deployment (SaaS/on-prem/hybrid) and plan. Prompt Security: Now part of SentinelOne Singularity Platform. Continues as a standalone product. Enterprise pricing only; contact sales or SentinelOne.
Which AI compliance frameworks do CalypsoAI and Prompt Security both support?+
Both vendors document support for EU AI Act. Coverage strength varies; see the framework matrix below.
Get quotes from both
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Editorial independence: This comparison is free and was not paid for by either vendor. See our methodology.