Application Guide

How to Apply for Staff Product Designer, Red Team

at Gray Swan

🏢 About Gray Swan

Gray Swan is at the forefront of AI security, building tools to assess and mitigate risks in frontier AI models. Joining this team means contributing to the safe deployment of AI technologies, working in a fast-paced, mission-driven environment. Their platform is critical for AI safety evaluation, making this a unique opportunity to impact the industry's most pressing challenges.

About This Role

As a Staff Product Designer, you'll design and refine the Gray Swan Arena UI, translating complex AI testing workflows into intuitive, engaging experiences. This role is pivotal in making AI safety accessible and usable for researchers and developers, directly impacting how AI risks are identified and managed. You'll own the design process end-to-end, ensuring both functionality and delight.

💡 A Day in the Life

A typical day might involve collaborating with product managers and engineers to define requirements for new Arena features, sketching and prototyping design solutions, and conducting usability tests with users. You'd also refine the design system, review design implementations, and iterate based on feedback from internal and external stakeholders, all while staying abreast of AI security trends.

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Interview Prep

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🎯 Who Gray Swan Is Looking For

  • You have 6+ years of product UI/UX design experience, with a portfolio showcasing complex tooling, gamified consumer apps, or chat interfaces.
  • You are proficient in modern design tools (Figma, Sketch, etc.) and prototyping tools, with a strong grasp of user-centered design and usability testing.
  • You can balance technical user needs with creative, playful design, and have experience building and maintaining design systems.
  • You thrive in collaborative, cross-functional environments, working closely with product, engineering, and GTM teams to ship high-quality designs.
  • You are passionate about AI safety and security, and eager to tackle complex technical challenges in a rapidly evolving field.

📝 Tips for Applying to Gray Swan

1

In your portfolio, highlight projects that demonstrate your ability to simplify complex technical workflows into intuitive interfaces, especially for tools or dashboards.

2

Showcase any experience with game design or playful UI elements, as the role emphasizes engaging design for the Arena.

3

Mention your experience with design systems explicitly, and provide examples of how you've contributed to or maintained one.

4

Tailor your resume to include keywords like 'AI', 'security', 'testing', 'monitoring', and 'chat interfaces' to align with the job description.

5

Include a brief cover letter that explains your interest in AI safety and how your design skills can contribute to Gray Swan's mission.

✉️ What to Emphasize in Your Cover Letter

['Express your passion for AI safety and how this role aligns with your values.', 'Highlight your experience designing complex technical tools or interfaces that are both functional and engaging.', 'Demonstrate your ability to own design end-to-end, from research to implementation, with specific examples.', "Mention your collaborative skills and how you've worked with cross-functional teams to ship products."]

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🔍 Research Before Applying

To stand out, make sure you've researched:

  • → Visit Gray Swan's website and read their blog or publications to understand their technology and approach to AI safety.
  • → Explore their product (if available) or any demos to see the current UI and identify areas for improvement.
  • → Look into the backgrounds of the founders and team members on LinkedIn to understand their vision and culture.
  • → Research recent news about AI safety and evaluation to understand the industry context and challenges.
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💬 Prepare for These Interview Topics

Based on this role, you may be asked about:

1 How would you approach designing an interface for AI model testing that is both accessible to novices and powerful for experts?
2 Describe a time you had to balance technical constraints with a playful or engaging design. How did you resolve it?
3 How do you incorporate user feedback and usability testing into your design process? Give an example.
4 What experience do you have with chat interfaces or conversational UI? How would you design for an AI chat-based testing tool?
5 How do you contribute to a design system and ensure consistency across web and mobile?
6 Why do you want to work at Gray Swan specifically, and what do you know about AI security?
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⚠️ Common Mistakes to Avoid

  • Avoid submitting a generic portfolio that doesn't include examples of complex tooling or data-heavy interfaces.
  • Don't overlook the playful design aspect—emphasize any experience with gamification or consumer engagement.
  • Avoid ignoring the AI/security context; show that you've researched AI safety and are genuinely interested.

📅 Application Timeline

This position is open until filled. However, we recommend applying as soon as possible as roles at mission-driven organizations tend to fill quickly.

Typical hiring timeline:

1

Application Review

1-2 weeks

2

Initial Screening

Phone call or written assessment

3

Interviews

1-2 rounds, usually virtual

✓

Offer

Congratulations!

Ready to Apply?

Good luck with your application to Gray Swan!

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