Application Guide

How to Apply for Senior Software Engineer

at Gray Swan

🏢 About Gray Swan

Gray Swan is an AI security company focused on proactively assessing risks in AI models, operating at the intersection of cutting-edge AI development and enterprise security. Their mission to build tools that automatically evaluate AI risks before deployment makes them unique in addressing critical safety gaps in the rapidly evolving AI landscape. Working here offers the opportunity to shape how organizations trust and deploy AI systems at a foundational level.

About This Role

This Senior Software Engineer role involves stress-testing agentic AI systems in lab environments and developing solutions that help enterprises deploy AI safely and rapidly. You'll be responsible for identifying emerging AI risks before they become widespread problems and translating those insights into practical products and playbooks. The position directly impacts how AI is evaluated and trusted across enterprises, researchers, and safety organizations.

💡 A Day in the Life

A typical day might involve designing and running experiments to stress-test agentic AI systems in controlled lab environments, analyzing results to identify potential vulnerabilities or failure modes. You'd collaborate with the team to translate these insights into product features or playbooks, while also contributing to the codebase that powers Gray Swan's risk assessment tools. The role balances hands-on technical work with strategic thinking about how to help enterprises deploy AI safely at scale.

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🎯 Who Gray Swan Is Looking For

  • Has experience with AI/ML systems, particularly in testing, security, or adversarial contexts
  • Demonstrates proactive problem-solving skills with the ability to anticipate risks before they materialize
  • Possesses strong software engineering background with experience building scalable tools and products
  • Shows interest in AI safety, ethics, and responsible deployment practices

📝 Tips for Applying to Gray Swan

1

Highlight specific experience with AI model testing, evaluation frameworks, or security testing in your resume

2

Include examples of anticipating and solving problems before they became critical in previous roles

3

Demonstrate familiarity with AI safety concepts and current challenges in agentic AI systems

4

Show how you've contributed to building tools or playbooks that improved deployment processes

5

Reference Gray Swan's specific mission in your application materials to show genuine alignment

✉️ What to Emphasize in Your Cover Letter

['Your experience with AI system testing, evaluation, or security frameworks', 'Examples of identifying and solving emerging problems before they became widespread issues', 'How your background aligns with building tools that enable safe, rapid AI deployment', "Your perspective on AI safety challenges and why Gray Swan's mission resonates with you"]

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🔍 Research Before Applying

To stand out, make sure you've researched:

  • → Explore Gray Swan's website and any published research or blog posts about their approach to AI security
  • → Investigate current challenges in agentic AI systems and safety evaluation frameworks
  • → Review industry discussions about AI risk assessment and deployment best practices
  • → Look into the team's background through LinkedIn to understand their expertise areas
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💬 Prepare for These Interview Topics

Based on this role, you may be asked about:

1 Describe your experience stress-testing or evaluating AI/ML systems
2 How would you approach identifying unknown risks in emerging agentic AI systems?
3 Walk through a time you anticipated a problem before it became critical and how you addressed it
4 What technical approaches would you use to build tools that automatically assess AI risks?
5 How do you stay current with AI safety research and emerging threats?
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⚠️ Common Mistakes to Avoid

  • Focusing only on AI development experience without addressing testing, evaluation, or security aspects
  • Presenting generic software engineering experience without connecting it to AI safety or risk assessment
  • Failing to demonstrate proactive thinking or examples of anticipating problems before they occurred

📅 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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