CalypsoAI's Security Leaderboard: A New Dawn for AI Model Safety
March 2, 2025, 5:27 pm

Location: United States, California, San Francisco
Employees: 11-50
Founded date: 2018
Total raised: $36M
In the rapidly evolving landscape of artificial intelligence, security is the new frontier. As businesses rush to adopt generative AI, the risks loom large. Enter CalypsoAI, a startup that has just launched the CalypsoAI Security Leaderboard, a groundbreaking index that ranks the security of major AI models. This initiative aims to illuminate the dark corners of AI vulnerabilities, providing a beacon of hope for enterprises navigating the treacherous waters of AI adoption.
CalypsoAI, based in Ireland and backed by over $38 million in funding, has taken a bold step. The Security Leaderboard is not just another list; it’s a lifeline for organizations eager to integrate AI safely. The leaderboard evaluates AI models using the Inference Platform, a sophisticated toolkit that simulates cyberattacks to identify weaknesses. Think of it as a digital gladiator arena, where AI models face off against simulated threats to prove their mettle.
At the heart of this initiative is the Inference Red-Team product. This tool employs a unique method called Agentic Warfare, which automates the testing process. It’s like sending in a highly trained spy to uncover secrets that traditional methods might miss. With a library of over 10,000 prompts, the Red-Team can simulate a wide range of attacks, from trivial to complex. This approach ensures that the assessment is not just thorough but also reflective of real-world scenarios.
The results are distilled into a CASI score, or CalypsoAI Security Index score. This score is a game-changer. Unlike the commonly used ASR (Adversarial Success Rate), which often fails to capture the severity of vulnerabilities, CASI provides a more nuanced view. It considers not just whether a model can be breached, but how serious the breach could be. This means that two models with the same ASR score could have vastly different security implications. CASI brings clarity to the chaos.
The leaderboard ranks a dozen popular large language models (LLMs). Topping the list is Claude 3.5 Sonnet, boasting a CASI score of 96.25. Following closely are Microsoft’s Phi4-14B and Claude 3.5 Haiku, with scores of 94.25 and 93.45, respectively. However, there’s a steep drop-off after the top three, with OpenAI’s GPT-4o trailing at 75.06. This stark contrast highlights the varying levels of security across the board, underscoring the importance of informed decision-making for businesses.
But the leaderboard does more than just rank models. It introduces two additional metrics: the risk-to-performance ratio and the cost of security. The risk-to-performance ratio helps organizations weigh the trade-offs between security and operational efficiency. Meanwhile, the cost of security metric provides insights into the potential financial repercussions of a security breach. This holistic approach equips businesses with the tools they need to make informed choices.
The launch of the CalypsoAI Security Leaderboard comes at a critical time. As AI technology becomes more integrated into business operations, the stakes are higher than ever. Organizations are eager to harness the power of AI for innovation, but the specter of security risks looms large. Many companies dive headfirst into AI without fully understanding the potential pitfalls. CalypsoAI aims to bridge this gap, offering a clear benchmark for evaluating AI models.
The implications of this leaderboard extend beyond mere rankings. It represents a shift in how organizations approach AI security. With the ever-evolving threat landscape, traditional security measures are no longer sufficient. Companies need to adopt a proactive stance, anticipating vulnerabilities before they can be exploited. CalypsoAI’s Inference Red-Team empowers organizations to do just that, enabling them to stay ahead of potential threats.
Moreover, the significance of this initiative is amplified by the growing complexity of AI systems. As models become more sophisticated, so do the tactics employed by malicious actors. Static tests and manual assessments are no longer adequate. CalypsoAI’s dynamic approach, leveraging AI-powered adversaries, ensures that organizations can identify and address vulnerabilities that might otherwise go unnoticed.
In a world where data breaches can lead to catastrophic consequences, the CalypsoAI Security Leaderboard is a vital resource. It provides a clear, actionable framework for businesses to assess the security of their AI models. This is not just about compliance; it’s about building trust with clients and stakeholders. By prioritizing security, organizations can foster a culture of responsibility and innovation.
As the dust settles on this launch, one thing is clear: CalypsoAI is not just another player in the AI security space. It’s a trailblazer, setting new standards for how we evaluate and understand AI model security. The Security Leaderboard is a testament to the company’s commitment to transparency and accountability in AI. It empowers businesses to navigate the complexities of AI adoption with confidence.
In conclusion, the CalypsoAI Security Leaderboard is more than a ranking; it’s a call to action. As AI continues to reshape industries, security must remain at the forefront. With tools like the CASI score and the Inference Red-Team, organizations can embrace AI’s potential while safeguarding against its risks. The future of AI is bright, but only if we prioritize security as a foundational element of its development.
CalypsoAI, based in Ireland and backed by over $38 million in funding, has taken a bold step. The Security Leaderboard is not just another list; it’s a lifeline for organizations eager to integrate AI safely. The leaderboard evaluates AI models using the Inference Platform, a sophisticated toolkit that simulates cyberattacks to identify weaknesses. Think of it as a digital gladiator arena, where AI models face off against simulated threats to prove their mettle.
At the heart of this initiative is the Inference Red-Team product. This tool employs a unique method called Agentic Warfare, which automates the testing process. It’s like sending in a highly trained spy to uncover secrets that traditional methods might miss. With a library of over 10,000 prompts, the Red-Team can simulate a wide range of attacks, from trivial to complex. This approach ensures that the assessment is not just thorough but also reflective of real-world scenarios.
The results are distilled into a CASI score, or CalypsoAI Security Index score. This score is a game-changer. Unlike the commonly used ASR (Adversarial Success Rate), which often fails to capture the severity of vulnerabilities, CASI provides a more nuanced view. It considers not just whether a model can be breached, but how serious the breach could be. This means that two models with the same ASR score could have vastly different security implications. CASI brings clarity to the chaos.
The leaderboard ranks a dozen popular large language models (LLMs). Topping the list is Claude 3.5 Sonnet, boasting a CASI score of 96.25. Following closely are Microsoft’s Phi4-14B and Claude 3.5 Haiku, with scores of 94.25 and 93.45, respectively. However, there’s a steep drop-off after the top three, with OpenAI’s GPT-4o trailing at 75.06. This stark contrast highlights the varying levels of security across the board, underscoring the importance of informed decision-making for businesses.
But the leaderboard does more than just rank models. It introduces two additional metrics: the risk-to-performance ratio and the cost of security. The risk-to-performance ratio helps organizations weigh the trade-offs between security and operational efficiency. Meanwhile, the cost of security metric provides insights into the potential financial repercussions of a security breach. This holistic approach equips businesses with the tools they need to make informed choices.
The launch of the CalypsoAI Security Leaderboard comes at a critical time. As AI technology becomes more integrated into business operations, the stakes are higher than ever. Organizations are eager to harness the power of AI for innovation, but the specter of security risks looms large. Many companies dive headfirst into AI without fully understanding the potential pitfalls. CalypsoAI aims to bridge this gap, offering a clear benchmark for evaluating AI models.
The implications of this leaderboard extend beyond mere rankings. It represents a shift in how organizations approach AI security. With the ever-evolving threat landscape, traditional security measures are no longer sufficient. Companies need to adopt a proactive stance, anticipating vulnerabilities before they can be exploited. CalypsoAI’s Inference Red-Team empowers organizations to do just that, enabling them to stay ahead of potential threats.
Moreover, the significance of this initiative is amplified by the growing complexity of AI systems. As models become more sophisticated, so do the tactics employed by malicious actors. Static tests and manual assessments are no longer adequate. CalypsoAI’s dynamic approach, leveraging AI-powered adversaries, ensures that organizations can identify and address vulnerabilities that might otherwise go unnoticed.
In a world where data breaches can lead to catastrophic consequences, the CalypsoAI Security Leaderboard is a vital resource. It provides a clear, actionable framework for businesses to assess the security of their AI models. This is not just about compliance; it’s about building trust with clients and stakeholders. By prioritizing security, organizations can foster a culture of responsibility and innovation.
As the dust settles on this launch, one thing is clear: CalypsoAI is not just another player in the AI security space. It’s a trailblazer, setting new standards for how we evaluate and understand AI model security. The Security Leaderboard is a testament to the company’s commitment to transparency and accountability in AI. It empowers businesses to navigate the complexities of AI adoption with confidence.
In conclusion, the CalypsoAI Security Leaderboard is more than a ranking; it’s a call to action. As AI continues to reshape industries, security must remain at the forefront. With tools like the CASI score and the Inference Red-Team, organizations can embrace AI’s potential while safeguarding against its risks. The future of AI is bright, but only if we prioritize security as a foundational element of its development.