Gray Swan

Gray Swan

Real-time AI risk detection and protection

Overview

Gray Swan AI develops security solutions for AI deployments to identify, manage, and reduce risks in AI models. Core products include Cygnal, which filters inputs and outputs to prevent harmful or unintended model behavior; Shade, which analyzes models and simulates attacks to uncover weaknesses; and Cygnet, a safety-focused enterprise language model. The tools integrate with existing systems with minimal performance impact, providing real-time monitoring and protection across the AI deployment lifecycle. The goal is to help organizations deploy reliable, compliant, and safe AI by reducing the chances of harmful behavior and misuse.

Significant Headcount Growth

About Gray Swan

Simplify's Rating
Why Gray Swan is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Data & Analytics

Enterprise Software

Cybersecurity

AI & Machine Learning

Company Size

51-200

Company Stage

Series A

Total Funding

$40M

Headquarters

Pittsburgh, Pennsylvania

Founded

2023

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Simplify's Take

What believers are saying

  • Gray Swan raised $40 million on May 28, 2026, accelerating hiring and sales.
  • Over 20 customers, including frontier labs, validate enterprise demand for AI security.
  • Public demonstrations showed 272K attacks across 13 frontier models, expanding urgency after March 2026.

What critics are saying

  • Promptfoo and open-source alternatives undercut Gray Swan’s pricing and procurement cycle immediately.
  • 211 competitors, including Enkrypt AI and SSI, compress margins and customer attention in 2026.
  • If frontier labs internalize red-teaming, Gray Swan’s evaluator wedge collapses within two product cycles.

What makes Gray Swan unique

  • 11 frontier system cards cite Gray Swan in 2026, including OpenAI, Anthropic, Meta.
  • Snowflake natively integrates Gray Swan runtime protection into its AI ecosystem.
  • Arena generated one million attack trajectories from 15,000 researchers, strengthening Shade and Cygnal.

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Funding

Total Funding

$40M

Above

Industry Average

Funded Over

1 Rounds

Series A funding typically happens when a startup has a product and some customers, and now needs funding to scale. This money is usually used to grow the team, expand marketing, and improve the product. Venture capital firms are frequently the main investors here.
Series A Funding Comparison
Above Average

Industry standards

$15M
$8.2M
Discord
$15M
Canva
$30M
Kalshi
$40M
Gray Swan

Benefits

Health Insurance

Dental Insurance

Vision Insurance

Paid Vacation

Paid Holidays

Flexible Work Hours

401(k) Company Match

Meal Benefits

Growth & Insights and Company News

Headcount

6 month growth

20%

1 year growth

20%

2 year growth

33%
AltaWorld
Jun 1st, 2026
Gray Swan secures $40M Series A to strengthen enterprise AI security.

Gray Swan secures $40M Series A to strengthen enterprise AI security. Published in: News Gray Swan, an AI security company emerging from Carnegie Mellon University's AI safety research programme, has raised $40m in a Series A funding round to expand its mission of delivering advanced security solutions for enterprise AI deployments. The funding round was co-led by Wing Venture Capital and Madrona, with participation from Obvious Ventures, Snowflake Ventures, Hudson River Trading, Samsung Next, and existing investor Magarac Venture Partners. The company plans to use the new capital to accelerate go-to-market initiatives, strengthen partnerships with leading AI laboratories, and expand its team to support organisations adopting AI at scale while maintaining robust security standards. Gray Swan has established itself as a prominent security evaluation provider for advanced AI models. The company has been referenced in 11 recent frontier-model system cards, including those released by Anthropic, OpenAI, and Meta. Its benchmarking capabilities are integrated into safety assessment processes used before public deployment of these models, reflecting a level of trust and access that the company says is unmatched across multiple frontier AI labs. The company was founded on the belief that every AI deployment should be treated as a potential attack surface until proven secure. As AI agents increasingly move from experimental environments into production systems - where they access enterprise data, automate workflows, and make autonomous decisions - security risks such as prompt injection, jailbreak attempts, and data exfiltration have become practical operational challenges. At the same time, evolving global regulations have increased the importance of implementing strong AI security controls before deployment. Gray Swan was founded by Matt Fredrikson and Zico Kolter, researchers who have spent more than a decade studying adversarial AI failures and methods for preventing them. As AI adoption expanded from academic research into enterprise infrastructure, they identified a significant gap between existing security research and commercially available solutions. Gray Swan was created to bridge that divide. Today, the company serves more than 20 customers, including frontier AI laboratories and global enterprises, and has formed a strategic partnership with Snowflake. Through this collaboration, Gray Swan's runtime AI protection capabilities are natively integrated into Snowflake's AI ecosystem, allowing organisations to incorporate security measures directly into the environments where they develop and scale AI applications. The Gray Swan platform consists of three core offerings. Cygnal delivers real-time monitoring and protection by enforcing organisation-specific security policies with minimal latency. Shade functions as an automated red-teaming solution, conducting adversarial testing across AI models and agents throughout pre-deployment and CI/CD workflows to identify vulnerabilities before production release. Arena, meanwhile, operates as a continuous global competition involving more than 15,000 researchers and security professionals who probe AI systems for weaknesses. Collectively, the platform generates over one million real-world attack trajectories, providing valuable training data that enhances the effectiveness of both Cygnal and Shade in detecting and mitigating emerging AI security threats.

FinTech Global
Jun 1st, 2026
Gray Swan raises $40m to secure AI at the frontier.

Gray Swan raises $40m to secure AI at the frontier. June 1, 2026 Gray Swan, an AI security company founded out of Carnegie Mellon University's AI safety research programme, has raised $40m in a Series A funding round as it moves to bring frontier-grade security to enterprise AI deployments. The round was co-led by Wing Venture Capital and Madrona, with additional backing from Obvious Ventures, Snowflake Ventures, Hudson River Trading, Samsung Next, and existing investor Magarac Venture Partners. The capital will be used to accelerate Gray Swan's go-to-market operations, deepen its relationships with leading AI labs, and grow the team supporting organisations seeking to deploy AI rapidly without undermining security. Gray Swan has positioned itself as the go-to security evaluator for the world's most advanced AI models, having been cited in 11 recent frontier model system cards, including those published by Anthropic, OpenAI, and Meta. Its benchmarks are embedded into safety evaluation processes for these models before they are released publicly - a level of access and trust the company says no other AI security provider holds across multiple leading frontier labs simultaneously. The business was built on the premise that every AI deployment represents an open attack surface until proven otherwise. As AI agents have moved from experimental tools into production environments - accessing enterprise data, executing workflows, and making decisions autonomously - threats such as prompt injection, jailbreaks, and data exfiltration have become operational concerns rather than theoretical ones. Tightening global regulation has further raised the cost of deploying AI without appropriate security measures in place. Gray Swan was founded by Matt Fredrikson and Zico Kolter, two researchers who spent more than a decade studying how AI systems fail under adversarial conditions and how those failures can be prevented. As AI adoption moved from the research environment into enterprise infrastructure, the pair identified a significant gap between what their research had uncovered and what was commercially available to address it. Gray Swan was built to close that gap. The company currently works with more than 20 customers spanning frontier labs and global enterprises, and has established a partnership with Snowflake. As part of that arrangement, Gray Swan's runtime AI protection is natively integrated into Snowflake's AI ecosystem, enabling enterprises to embed the company's security capabilities directly into the platform where they build and scale AI applications. Gray Swan's platform is built around three core components. Cygnal provides real-time monitoring and protection, enforcing custom policies tailored to the specific risks an organisation faces, and operates continuously with low latency. Shade is an automated red-teaming agent that runs adversarial tests against AI models and agents throughout the pre-deployment process and the CI/CD pipeline, surfacing vulnerabilities before they reach production. Arena is a continuous global competition drawing more than 15,000 researchers and security professionals who attack AI models to expose weaknesses. The platform generates more than one million real-world attack trajectories, which are used to train the models underpinning both Cygnal and Shade. Gray Swan chief scientist and co-founder Zico Kolter said, "AI applications are growing at an unprecedented rate, and at Gray Swan we want to ensure that these deployments can continue without sacrificing reliability and security. We have spent our careers conducting research into the safety of AI systems, and we are putting this into practice to ensure the companies can deploy AI with confidence." Gray Swan CEO and co-founder Matt Fredrikson said, "AI is moving faster than any technology we've seen, and security hasn't kept pace. Our mission is to empower the world to use AI safely and securely, and this funding lets us pursue the mission on pace with the frontier. Our partnership with Snowflake is a perfect example: bringing the same security trusted by frontier labs to the platform where enterprises are already building on their data." Enjoying the stories? Investors. The following investor(s) were tagged in this article.

FinSMEs
Jun 1st, 2026
Gray Swan raises $40M in Series A funding.

Gray Swan raises $40M in Series A funding. June 1, 2026 Gray Swan, a Pittsburgh, Pennsylvania-based provider of developer of AI security platforms, raised $40m in Series A funding. The round was co-led by Wing Venture Capital and Madrona, with participation from Obvious Ventures, Snowflake Ventures, Hudson River Trading, Samsung Next, and existing investor Magarac Venture Partners. The company intends to use the funds to accelerate its go-to-market operations, deepen collaboration with frontier AI labs, and scale its internal team to help enterprises deploy secure AI infrastructure. Led by CEO and Co-Founder Matt Fredrikson and Chief Scientist and Co-Founder Zico Kolter, Gray Swan develops a comprehensive security ecosystem - comprising real-time protection via Cygnal, automated adversarial testing via Shade, and a global red-teaming network called Arena - to shield enterprise AI models and autonomous agents from prompt injections, data exfiltration, and compliance failures. The company serves over 20 global enterprises and is natively embedded into the pre-release safety evaluation processes of leading frontier labs including OpenAI, Anthropic, and Meta. Don't just read the news. Own the data. Stop manually tracking deals. Access this round and over 100 others this week - in our structured Master Database (XML) + Weekly Intelligence PDF. [Access FinSMEs Intelligence Hub] 01/06/2026

EIN Presswire
May 28th, 2026
Gray Swan raises $40M Series A to scale AI security platform trusted by Anthropic, OpenAI and Meta

Gray Swan, an AI security company born from Carnegie Mellon University research, has raised $40 million in a Series A round co-led by Wing Venture Capital and Madrona. Obvious Ventures, Snowflake Ventures, Hudson River Trading, Samsung Next and Magarac Venture Partners also participated. The company, founded by Matt Fredrikson and Zico Kolter, provides security platforms for AI models and agents. Gray Swan is cited in 11 recent frontier model system cards from Anthropic, OpenAI and Meta, and its benchmarks are embedded in safety evaluation processes for advanced AI models. The platform includes three components: Cygnal for real-time AI protection, Shade for automated adversarial testing, and Arena, a global red-teaming network with over 15,000 researchers. Gray Swan works with over 20 customers and has partnered with Snowflake to integrate its security capabilities.

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