Gray Swan

Role Description As a Machine Learning Researcher at Gray Swan AI, you will work at the boundary between research and production — developing new approaches to adversarial testing, model evaluation, and robust inference that directly inform how secure AI systems are built and deployed. AI security is not a solved problem. This role is fundamentally about research: - Designing experiments - Prototyping novel methods - Analyzing results empirically - Translating findings into real systems that withstand adversarial pressure You will collaborate closely with engineering and platform teams to see your ideas through from prototype to production impact. What You'll Do: - Design and develop novel ML approaches to adversarial testing, model evaluation, and robust inference. - Build and deploy ML models that meet real-world performance and scalability requirements. - Design experiments, analyze results empirically, and communicate findings through publications and internal research reports. - Develop and advance methodologies for controlling, monitoring, and analyzing ML models in production environments. - Translate research ideas into scalable AI systems deployed in real-world, adversarial settings. - Work closely with cross-functional teams to ensure research outcomes inform production systems. Qualifications - Bachelor's degree in Computer Science, Machine Learning, Engineering, or a related technical field. - A Master's or PhD in a relevant technical field is strongly preferred, especially with a focus on machine learning and AI safety. Requirements - Experience building and deploying ML models and systems. - Demonstrated expertise in designing, training, and deploying deep learning models, particularly with PyTorch. - Strong Python programming skills; C++ preferred. - Experience developing scalable ML pipelines and integrating with cloud infrastructure (AWS, GCP, or Azure). - ML research experience: building research prototype systems, designing experiments, empirical analysis of results, and communicating results via publications. Benefits - Competitive compensation package designed to reward impact and incentivize growth. - Salary: $183,000-$278,000 - Equity: Competitive equity package - 401k with up to 4% matching - 28 days annual leave (vacation + holidays) - Health, dental, and vision coverage - Catered lunches (Pittsburgh office) - Flexible work arrangements - Visa sponsorship available for exceptional candidates

Role Description This role is explicitly built to support our SVP of Frontier Lab Safety, who owns the overall relationships and technical scope across our AI lab customer base. As we grow our lab engagements rapidly, we need a dedicated operator to make sure everything around those relationships runs cleanly -- so the SVP can focus on what only they can do. This person is an incredible project manager, functioning between sales operations and customer success. Your job is to make sure nothing falls through the cracks: - Deals close on time - Milestones are tracked and communicated - Customers feel well taken care of - The CRM actually reflects reality What You'll Do - Support the SVP of Frontier Lab Safety - Act as the operational backbone for all lab relationships - Translate technical scopes defined by the SVP into clear milestones and deliverables - Coordinate initial calls with new customers - Monitor dedicated Slack channels for lab customers Deal Execution and Pipeline Management - Own the CRM for all lab relationships - Drive deals to close when labs are ready - Maintain full visibility into contract status Milestone and Delivery Coordination - Keep the accounting team informed of milestone status - Provide light project management across active engagements - Be a consistent, reliable point of contact for lab partners Qualifications - 3+ years in a partnerships, account management, customer success, or sales operations role - Demonstrated ability to manage multiple active relationships and projects simultaneously - Experience working with enterprise procurement and legal teams - Exceptional attention to detail - Comfortable in Slack-heavy, async-first work cultures - Strong written communication Bonus Points - Prior experience directly supporting a senior technical leader or executive - Prior experience at a startup or high-growth company - Exposure to professional services or milestone-based engagements - Working familiarity with AI/ML concepts You'll Thrive Here If You Are - Proactive - A relationship builder - Discreet - Energized by ambiguity - Low ego, high ownership - A strong cross-functional communicator Compensation & Benefits - Salary: $86,000-$153,000 (On target earnings: $130,000-230,000) - Equity: Competitive equity package - 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 - Visa sponsorship available for exceptional candidates Interview Process - Application review - Intro call (30 min) - Experience interview (60 min) - Culture and team interview (45 min) - Reference checks - Offer

Role Description Gray Swan Arena is where the world's top red-teamers test frontier AI models, learn about AI security, and win cash prizes. Leading labs use the resulting data to ensure that future LLMs are safe and aligned with human values. We are looking for an Arena marketing manager who can help us grow the Arena user base by owning and orchestrating multi-channel campaigns that not only keeps current participants engaged, but converts net-new users that are specialists in the space. The job requires wearing a number of different marketing hats including: - Campaign setup - Community engagement - Marketing content strategy - Managing influencers - Optimizing metrics If you’ve been able to deliver on aggressive user growth and engagement goals before, this is an incredible opportunity to experiment with the freedom to execute. If you're a self-starter with a passion for growth marketing, a desire to make a big impact, and significant brand/community experience, we want to hear from you. Qualifications - Proven track record of executing successful B2C marketing campaigns - Able to conceptualize creative marketing campaigns and see them through to completion - Experience managing influencer & affiliate marketing programs for specialist content creation - Strong organizational and communication skills - The adaptivity and curiosity needed to stay effective given the accelerating pace of change of what works in online marketing Requirements - Collaborate with the Arena Product team to set growth goals and iterate rapidly. - Develop and execute multiple experiments across 3-5 channels over the first 6 months, doubling down on tests that work. - Experiment with a variety of tools and platforms you believe will return the biggest results, with freedom to shape the marketing stack. - Track and analyze participant acquisition and engagement metrics, identify the top traffic sources and optimize on those efforts to drive registrations and daily active users; report on this performance at both the challenge and platform level. - Own and expand on the existing Arena marketing partnerships while identifying opportunities to track, report, and present ROI on partnership impact. - Lead Arena Challenge announcements and continued promotion campaigns with primary growth KPIs in mind. - Create a consumer brand voice that is unique to Arena and complements the B2B persona. - Carry the consumer brand voice over to the voice across our community in Discord, fostering ongoing engagement through conversations, activations, and programming that keep users returning for new challenges. - Translate community insights and discussions into compelling marketing content that reflects user interests, brand credibility, and drives deeper participation. - Amplify the impact of community contributions by showcasing how user participation influences and strengthens AI security research. - Manage per-challenge budgets aligned to challenge type, performance goals, and lab partnership interaction to ensure efficient allocation of resources to maximize participation and outcomes. - Research, plan, and execute on in-person hackathons and events to grow the user base, deepen brand engagement, and attract high-quality specialists in the space. - Help Gray Swan make AI safe for everyone. Benefits - Competitive compensation package designed to reward impact and incentivize growth. - Salary: $121,000-171,000 - Competitive equity package - 401k with up to 4% matching - 28 days annual leave (vacation + holidays) - Health, dental, and vision coverage - Catered lunches (Pittsburgh office) - Flexible work arrangements - Visa sponsorship available for exceptional candidates Interview Process - 🔎 Application review: We read everything; we’ll respond within 7 days. - ✏️ Online skills screen (30 min): Complete simple, job-relevant exercises. - 🗣 Intro call (30 min): We learn about you; you learn about us. - 🧑‍💻 Marketing skills interview (60 min): Q&A and live exercises relevant to marketing workflows. - 🗣 Experience & culture interview (60 min): Conversational exploration of the skills fit. - 😇 Reference checks: We’ll reach out to 3-5 references that you provide. - 📃 Offer: If it’s mutual, we move fast. How to Apply Submit your resume, answer the application questions, and include a cover letter that includes what makes you a good fit for the role and why you’d like to work at Gray Swan while demonstrating your strong writing and attention to detail. (We don’t need you to demonstrate an LLM’s strong writing, so use your own voice.) If you have questions about the role or there are preparations we can make to help ensure you have a comfortable and positive interview experience, please contact careers@grayswan.ai .

Role Description We’re looking for a Product Designer to join our small but mighty design team. You’ll work closely with the Arena Product team to revamp the Gray Swan AI Arena. From collaborating with developers and marketing teams to translating complex technical workflows into clear, trustworthy, and refined product experiences, you’ll help shape how AI systems are tested, monitored, and secured. This is a high ownership role. We care deeply about craft, but just as much about initiative. We’re looking for someone who can take a problem, run with it, collaborate cross functionally, and push the work to a high standard without waiting to be told what to do. What You’ll Do: - Design and improve Gray Swan’s Arena UI across web and mobile platforms - Own your work from end-to-end, from early concept sketches to production-ready specs - Translate complex technical workflows into clear, and intuitive user experiences - Incorporate visual design and persuasive design principles to create joyful and engaging flows - Build and maintain UI components, patterns, and visual standards in our design system - Collaborate with product, engineering, ML research, and GTM teams on cross-functional work - Contribute to ad hoc design needs as they arise: we all wear a few extra hats here! Qualifications - 2+ years’ professional experience in product UI/UX design, ideally in gamified consumer apps, bonus points for experience building tooling and/or chat interfaces - Able to balance the need of technical users with creating playful design - Proficient in modern design and prototyping tools - Solid grasp on user-centered design principles and usability testing methodologies - Detail-oriented with a knack for managing style guides and component libraries Requirements - Experience working at an early-stage startup (bonus) - Understanding of AI safety principles or ethical considerations in AI systems (bonus) - Some familiarity with front-end development or coding skills (bonus) Benefits - Competitive compensation package designed to reward impact and incentivize growth - Salary: $87,975 - $157,169 - Competitive equity package - 401k with up to 4% matching - 28 days annual leave (vacation + holidays) - Health, dental, and vision coverage - Catered lunches (Pittsburgh office) - Flexible work arrangements - Visa sponsorship available for exceptional candidates Interview Process - 🔎 Application Review: We read everything. - 🗣 Intro Call (30 min): We learn about you; you learn about us. - 🧑‍💻 Portfolio Presentation (60 min): Walk us through your portfolio. We’ll ask you questions to learn about your process. - 🎨 Live Design (75 min): Show us how you work. - 😇 Reference Checks: We’ll reach out to 3-5 references that you provide. - 📃 Offer: If it’s mutual, we move fast.

Role Description The Head of Growth & Demand Generation owns pipeline creation. This is a revenue-critical role responsible for designing and executing a multi-channel demand engine that consistently generates high-quality, sales-accepted pipeline. This role carries a variable compensation component tied directly to qualified pipeline generation, tightly aligning marketing performance with revenue outcomes. What You’ll Do - Pipeline Generation (Primary KPI) - Own pipeline targets (volume + quality), aligned with revenue goals - Design and execute integrated campaigns across outbound, inbound, events, partnerships, and paid channels - Build and optimize programs that generate Sales Qualified Leads (SQLs) and pipeline - Growth Strategy - Define ICP segmentation and prioritize high-value accounts - Develop channel strategy (paid, organic, outbound, events, ABM) - Continuously test and optimize messaging, offers, and conversion paths - Performance Marketing - Own budget allocation across channels with clear ROI accountability - Manage paid acquisition (LinkedIn, Google, etc.) and conversion optimization - Implement rigorous experimentation (A/B testing, funnel optimization) - Sales Alignment - Partner tightly with Sales leadership to define qualification criteria and feedback loops - Ensure marketing-generated pipeline converts to revenue - Align campaigns with sales motions (e.g., enterprise outbound vs. PLG vs. hybrid) - Crossfunctional Execution - Partner with Product to ensure message-market fit - Collaborate with go-to-market operations on attribution, reporting, and funnel visibility Qualifications - 5+ years in B2B SaaS marketing, with a focus on demand generation - Proven track record of generating measurable pipeline at an early growth-stage company - Strong grasp of both inbound and outbound / ABM strategies - Experience owning or partnering on paid acquisition and growth experimentation - Deep familiarity with marketing and sales tooling (we currently use HubSpot) Requirements - If you don’t meet 100% of these, you should still seriously consider applying. We care more about what you can do than your credentials. Benefits - 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. - Salary: $105,000 - 165,000 - Equity: Competitive equity package - 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 - Visa sponsorship available for exceptional candidates

• Work directly with engineering, security, and platform teams to understand system architectures, constraints, and operational realities. • Design and implement integrations between Gray Swan’s platform and customer systems, APIs, data pipelines, and runtime environments. • Translate real-world enterprise requirements into well-scoped proofs of concept, deployment plans, and production architectures. • Act as the primary technical owner for customer deployments, rapidly identifying, scoping, and resolving issues across environments. • Build and extend backend services, integrations, and tooling to support secure deployment in diverse customer environments. • Ensure deployments meet enterprise expectations for reliability, security, observability, and maintainability. • Develop proofs of concept quickly to validate technical feasibility and customer value. • Iterate based on user feedback, operational learnings, and evolving requirements. • Balance speed with long-term maintainability and platform consistency. • Partner closely with sales, product, and core engineering teams to deliver successful customer outcomes. • Communicate technical findings, tradeoffs, and recommendations clearly to both internal teams and customers.

• Design, build, and deploy AI safety and security solutions directly inside customer environments. • Apply state-of-the-art deep learning methods to turn ambiguous, high-stakes problems into production-grade models and systems. • Implement data pipelines, model serving, and evaluation frameworks. • Adapt and fine-tune models to domain-specific data and performance requirements. • Work with customer teams to understand data constraints, and operational realities. • Translate real-world problems into well-scoped proofs-of-concept and deployment architectures. • Act as the primary AI/ML technical owner for customer projects, rapidly identifying, scoping, and solving technical issues. • Develop proofs of concept quickly to validate technical feasibility and customer value. • Iterate based on user feedback, empirical results, and changing requirements. • Balance speed with long-term maintainability. • Partner with sales, product, research, and platform teams. • Communicate findings, tradeoffs, and recommendations. • Contribute learnings from deployments back into core product and platform development.

• Serve as the technical lead on enterprise sales opportunities, partnering with Account Executives to shape deal strategy and execution. • Lead technical discovery with customer security, AI, and platform teams to understand architectures, threat models, and operational constraints. • Define technical win strategies, including solution design, evaluation plans, and success criteria. • Act as a trusted technical advisor to senior customer stakeholders throughout the buying process. • Articulate and demonstrate how the Gray Swan platform identifies vulnerabilities in and protects modern AI systems. • Design deployment architectures for integrating Gray Swan across development, deployment, and runtime environments. • Advise customers on best practices for AI security, governance, and operationalization. • Design, build, and maintain compelling demo environments tailored to customer use cases. • Lead proofs of concept and pilots that clearly demonstrate value and differentiation. • Address deep technical, architectural, and security objections with confidence and authority. • Support security reviews, threat modeling sessions, and technical due diligence. • Communicate complex AI security concepts clearly to engineers, security leaders, and executives. • Translate technical capabilities into measurable business impact and risk reduction. • Support RFPs, security questionnaires, and compliance discussions. • Represent Gray Swan as a technical authority in customer meetings and select industry forums. • Provide structured feedback to Product and Engineering based on real-world customer needs. • Surface patterns across enterprise buyers to influence roadmap prioritization. • Contribute to technical sales enablement and internal knowledge sharing.

• Lead the design, development, and deployment of advanced machine learning models to enhance system performance and scalability. • Tackle complex challenges associated with resource-intensive models using distributed systems and parallel computing. • Advance methodologies for controlling, monitoring, and analyzing machine learning models in production environments. • Develop new approaches to adversarial testing, model evaluation, and robust inference. • Translate research ideas into scalable AI systems deployed in real-world, adversarial settings. • Mentor junior engineers and drive innovation within the team. • Work closely with cross-functional teams to ensure research outcomes inform production systems.

• Lead the design, development, and deployment of advanced machine learning models to enhance system performance and scalability. • Tackle complex challenges associated with resource-intensive models using distributed systems and parallel computing. • Advance methodologies for controlling, monitoring, and analyzing machine learning models in production environments. • Develop new approaches to adversarial testing, model evaluation, and robust inference. • Translate research ideas into scalable AI systems deployed in real-world, adversarial settings. • Work closely with cross-functional teams to ensure research outcomes inform production systems.