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Making AI Safe to Ship Real stakes. Real-world impact.
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Gray Swan has made a habit of being first in line. We’re often the first to spot new failure modes, and, by extension, the first to defend against them. Being research-first isn’t a tagline. It’s how we build our products, our playbooks, and our culture of thinking three steps ahead.
Whether it’s stress-testing the latest agentic AI in a lab or helping enterprises deploy at full speed, our goal is the same: uncover the hard problems before anyone else does, then turn that insight into real-world solutions that let innovation happen, safely and without slowing down.
Trusted at the Frontier Our research has directly informed the safety evaluations of some of the most advanced AI models in the world.
o1 View the Model Card
o3 mini View the Model Card
GPT 5 View the Model Card
Opus 4.5 View the Model Card
Haiku 4.5 View the Model Card
Sonnet 4.5 View the Model Card
Your work helps shape how AI is deployed, evaluated, and trusted; from enterprises shipping to production, to researchers pushing new capabilities, to organizations responsible for safety at scale.
This is work with real consequences. Looking for a place where your thinking carries weight and where progress is measured in outcomes, not meetings?
You’ll find it here.
Support That Lets You Do Your Best Work Our benefits are designed to support real life, sustained curiosity, and the kind of deep work that meaningful impact requires.
28 days of annual leave:
Time off that actually feels like time off.
401(k) with up to 4% matching:
We invest in the long term; yours included.
Flexible work arrangements:
We care about outcomes, not where your laptop happens to be.
Professional development support:
Learning isn’t optional here. We make room for it.
Medical, dental, and vision coverage:
Comprehensive coverage, because your health isn’t a side project.
Catered lunches (Pittsburgh office):
Good food, fewer decisions, better afternoons.
Visa sponsorship : Great work knows no borders. We’ll help with the paperwork.
Short-term disability & parental support:
100% paid, including parental leave, with up to 14 weeks of paid birthing leave. So you can focus on what matters most.
Do the Work That Matters If you’re excited by meaningful problems, real responsibility, and work that shows up in the world, you’ll fit right in. Take a look at our open roles below.
Account Executive Location Pittsburgh, Boston, New York City, Philadelphia
Employment Type Full time
Location Type Hybrid
Department Sales
Compensation
Estimated Base Salary $85K – $115K • Offers Equity • Offers Commission
Gray Swan protects organizations from emerging AI security threats. We build real-time threat detection, automated validation, and adaptive defenses for AI labs and enterprises. We’re a team of ~25 people, well-funded, and growing fast.
We have strong traction and globally recognized customers, which means employees here take on real responsibility and meaningful equity from day one. This is a high-ownership environment where you’ll work on hard problems, move quickly, and help shape both the product and the company.
Many people join Gray Swan because our mission matters. We’re doing practical, high-impact work in AI safety, that sense of purpose is a core reason why engineers and researchers choose us.
Learn more about how we work
The Role As an Account Executive at Gray Swan AI, you’ll own enterprise sales cycles end-to-end for a highly technical AI safety and security platform.
This is not a replacement-level software sales role.
We’re looking for someone who can operate credibly with technical buyers, learn complex products quickly, and thrive in a fast-moving startup environment where ownership and initiative matter.
You’ll work closely with founders, engineering, and product to turn inbound interest into paid pilots and long-term production deployments. This role blends enterprise selling, technical curiosity, and startup hustle, with significant autonomy and upside.
If you’re energized by building something early, working hard, and closing meaningful six‑figure deals in a new and rapidly evolving market, this role is likely a great fit.
What You’ll Do:
Own the full sales cycle from first conversation through close, often starting with paid pilots and expanding to production deployments.
Sell a complete AI safety and security platform, including automated adversarial testing/ red teaming and runtime defensive solutions for AI systems.
Build credibility with technical and executive stakeholders across AI, security, and engineering teams.
Learn and communicate technical concepts clearly, working closely with internal technical teams to scope solutions and answer customer questions.
Engage buyers in regulated and high‑stakes industries such as financial services, healthcare, and insurance.
Generate pipeline through a mix of inbound leads, conference networking, referrals, and outbound efforts.
Partner with our SDR to convert inbound interest into qualified opportunities while continuing to source and develop your own leads.
Maintain strong momentum through long, multi‑stakeholder sales processes.
Work directly with founders, product, and engineering to shape customer pilots and deployments. Provide feedback from the field to influence product direction, positioning, and go‑to‑market strategy.
What You Bring:
Proven experience selling enterprise software or platforms, ideally in AI, security, or adjacent technical domains.
Comfort learning technical material and engaging with technical buyers, even if you are not an engineer by training.
Experience selling into or having strong relationships within AI, security, financial services, healthcare, or insurance organizations.
Ability to operate independently, generate pipeline, and own outcomes end‑to‑end.
Ability to thrive in early‑stage startup environments, comfortable wearing multiple hats, and contributing beyond a narrowly defined sales role.
Highly motivated, disciplined, and willing to work hard to build something meaningful.
Presence, credibility, and sound judgment to customer interactions.
Bonus Points If You Have:
Prior experience selling highly technical or emerging technology products.
Existing relationships with AI labs, security teams, or enterprise engineering organizations.
Experience closing six‑figure enterprise deals with long, consultative sales cycles.
Familiarity with AI safety, security, testing, or infrastructure‑level software.
If you don’t have 100% of these, you should still seriously consider applying. We care more about what you can do than your credentials.
You’ll Thrive Here If You:
Want to help define how enterprise AI safety and security software is sold.
Enjoy learning complex products and explaining them clearly to customers.
Are motivated by ownership, accountability, and upside rather than rigid structure.
Are excited by Gray Swan’s mission to help organizations deploy AI safely and securely.
What We Offer: A competitive compensation package designed to reward impact and incentivize growth. Our compensation philosophy is informed by our current valuation and recent industry data.
Base salary is targeted to $85,000‑$115,000 + commissions
Meaningful equity participation
Work from our office in Pittsburgh, or remotely
Opportunity for outsized earnings driven by high inbound interest and large deal sizes
Benefits:
401k with up to 4% matching
28 days annual leave (vacation + holidays)
Health, dental, and vision coverage
Catered lunches (Pittsburgh office)
Flexible work arrangements
Compensation Range: $85K - $115K
This site is protected by reCAPTCHA and the GooglePrivacy Policy andTerms of Service apply.
Don’t see the role you’re looking for? Join our Talent Newsletter and get notified about new roles.
#J-18808-Ljbffr
Making AI Safe to Ship Real stakes. Real-world impact.
View open positions
Gray Swan has made a habit of being first in line. We’re often the first to spot new failure modes, and, by extension, the first to defend against them. Being research-first isn’t a tagline. It’s how we build our products, our playbooks, and our culture of thinking three steps ahead.
Whether it’s stress-testing the latest agentic AI in a lab or helping enterprises deploy at full speed, our goal is the same: uncover the hard problems before anyone else does, then turn that insight into real-world solutions that let innovation happen, safely and without slowing down.
Trusted at the Frontier Our research has directly informed the safety evaluations of some of the most advanced AI models in the world.
o1 View the Model Card
o3 mini View the Model Card
GPT 5 View the Model Card
Opus 4.5 View the Model Card
Haiku 4.5 View the Model Card
Sonnet 4.5 View the Model Card
Your work helps shape how AI is deployed, evaluated, and trusted; from enterprises shipping to production, to researchers pushing new capabilities, to organizations responsible for safety at scale.
This is work with real consequences. Looking for a place where your thinking carries weight and where progress is measured in outcomes, not meetings?
You’ll find it here.
Support That Lets You Do Your Best Work Our benefits are designed to support real life, sustained curiosity, and the kind of deep work that meaningful impact requires.
28 days of annual leave:
Time off that actually feels like time off.
401(k) with up to 4% matching:
We invest in the long term; yours included.
Flexible work arrangements:
We care about outcomes, not where your laptop happens to be.
Professional development support:
Learning isn’t optional here. We make room for it.
Medical, dental, and vision coverage:
Comprehensive coverage, because your health isn’t a side project.
Catered lunches (Pittsburgh office):
Good food, fewer decisions, better afternoons.
Visa sponsorship : Great work knows no borders. We’ll help with the paperwork.
Short-term disability & parental support:
100% paid, including parental leave, with up to 14 weeks of paid birthing leave. So you can focus on what matters most.
Do the Work That Matters If you’re excited by meaningful problems, real responsibility, and work that shows up in the world, you’ll fit right in. Take a look at our open roles below.
Account Executive Location Pittsburgh, Boston, New York City, Philadelphia
Employment Type Full time
Location Type Hybrid
Department Sales
Compensation
Estimated Base Salary $85K – $115K • Offers Equity • Offers Commission
Gray Swan protects organizations from emerging AI security threats. We build real-time threat detection, automated validation, and adaptive defenses for AI labs and enterprises. We’re a team of ~25 people, well-funded, and growing fast.
We have strong traction and globally recognized customers, which means employees here take on real responsibility and meaningful equity from day one. This is a high-ownership environment where you’ll work on hard problems, move quickly, and help shape both the product and the company.
Many people join Gray Swan because our mission matters. We’re doing practical, high-impact work in AI safety, that sense of purpose is a core reason why engineers and researchers choose us.
Learn more about how we work
The Role As an Account Executive at Gray Swan AI, you’ll own enterprise sales cycles end-to-end for a highly technical AI safety and security platform.
This is not a replacement-level software sales role.
We’re looking for someone who can operate credibly with technical buyers, learn complex products quickly, and thrive in a fast-moving startup environment where ownership and initiative matter.
You’ll work closely with founders, engineering, and product to turn inbound interest into paid pilots and long-term production deployments. This role blends enterprise selling, technical curiosity, and startup hustle, with significant autonomy and upside.
If you’re energized by building something early, working hard, and closing meaningful six‑figure deals in a new and rapidly evolving market, this role is likely a great fit.
What You’ll Do:
Own the full sales cycle from first conversation through close, often starting with paid pilots and expanding to production deployments.
Sell a complete AI safety and security platform, including automated adversarial testing/ red teaming and runtime defensive solutions for AI systems.
Build credibility with technical and executive stakeholders across AI, security, and engineering teams.
Learn and communicate technical concepts clearly, working closely with internal technical teams to scope solutions and answer customer questions.
Engage buyers in regulated and high‑stakes industries such as financial services, healthcare, and insurance.
Generate pipeline through a mix of inbound leads, conference networking, referrals, and outbound efforts.
Partner with our SDR to convert inbound interest into qualified opportunities while continuing to source and develop your own leads.
Maintain strong momentum through long, multi‑stakeholder sales processes.
Work directly with founders, product, and engineering to shape customer pilots and deployments. Provide feedback from the field to influence product direction, positioning, and go‑to‑market strategy.
What You Bring:
Proven experience selling enterprise software or platforms, ideally in AI, security, or adjacent technical domains.
Comfort learning technical material and engaging with technical buyers, even if you are not an engineer by training.
Experience selling into or having strong relationships within AI, security, financial services, healthcare, or insurance organizations.
Ability to operate independently, generate pipeline, and own outcomes end‑to‑end.
Ability to thrive in early‑stage startup environments, comfortable wearing multiple hats, and contributing beyond a narrowly defined sales role.
Highly motivated, disciplined, and willing to work hard to build something meaningful.
Presence, credibility, and sound judgment to customer interactions.
Bonus Points If You Have:
Prior experience selling highly technical or emerging technology products.
Existing relationships with AI labs, security teams, or enterprise engineering organizations.
Experience closing six‑figure enterprise deals with long, consultative sales cycles.
Familiarity with AI safety, security, testing, or infrastructure‑level software.
If you don’t have 100% of these, you should still seriously consider applying. We care more about what you can do than your credentials.
You’ll Thrive Here If You:
Want to help define how enterprise AI safety and security software is sold.
Enjoy learning complex products and explaining them clearly to customers.
Are motivated by ownership, accountability, and upside rather than rigid structure.
Are excited by Gray Swan’s mission to help organizations deploy AI safely and securely.
What We Offer: A competitive compensation package designed to reward impact and incentivize growth. Our compensation philosophy is informed by our current valuation and recent industry data.
Base salary is targeted to $85,000‑$115,000 + commissions
Meaningful equity participation
Work from our office in Pittsburgh, or remotely
Opportunity for outsized earnings driven by high inbound interest and large deal sizes
Benefits:
401k with up to 4% matching
28 days annual leave (vacation + holidays)
Health, dental, and vision coverage
Catered lunches (Pittsburgh office)
Flexible work arrangements
Compensation Range: $85K - $115K
This site is protected by reCAPTCHA and the GooglePrivacy Policy andTerms of Service apply.
Don’t see the role you’re looking for? Join our Talent Newsletter and get notified about new roles.
#J-18808-Ljbffr