Senior GTM Recruiter

About Gray Swan

Gray Swan is on a mission to empower the world to use AI safely and securely. We evaluate AI models for the leading frontier labs along with building real-time threat detection and adaptive adversarial red teaming agents for teams deploying AI.

We're a team of approximately 50 people, well-funded, growing quickly. Our work directly influences how the world deploys AI agents and systems at scale..

Learn more about how we work.

The Role

We’re looking for a Senior GTM Recruiter to own recruiting across Gray Swan’s Go-to-Market organization, spanning Sales, Marketing, Growth, Partnerships, Customer Success, Forward Deployed Engineering, and other emerging GTM functions.

This is a high ownership role for someone who can operate as both a strategic talent partner and hands-on recruiter. You’ll work closely with GTM leadership to define what great looks like, develop hiring strategies, map the market, and personally execute searches from first outreach through close.

We're looking for someone who is a doer. You’ll source, screen, build pipelines, close candidates, analyze recruiting data, and solve problems when searches aren’t working.

What You’ll Do:

• Own full-cycle recruiting across GTM, from role definition and talent mapping through sourcing, assessment, offer strategy, and close.
• Partner with GTM leadership as a trusted talent advisor, helping define profiles, understand the market, calibrate on talent, and make better hiring decisions.
• Build exceptional passive talent pipelines through creative sourcing, market research, networking, and targeted outreach.
• Recruit and close highly sought-after candidates, developing compelling pitches, understanding candidate motivations, navigating objections, and competing effectively for top talent.
• Coach and challenge hiring teams. Help leaders improve how they interview and assess talent, and confidently push back when a profile, process, or decision needs to change.
• Build structured and scalable hiring processes across intake, interview design, scorecards, calibration, and debriefs.
• Use data and market intelligence to drive strategy, including pipeline health, conversion rates, time-to-fill, sourcing effectiveness, and offer acceptance.
• Deliver an exceptional candidate experience that is thoughtful, responsive, rigorous, and highly personal.

Who You Are:

• 5+ years of full-cycle recruiting experience, ideally within a high-growth pre-ipo startup.
• Meaningful experience recruiting across multiple GTM functions, including Sales and Marketing.
• A track record of identifying, engaging, and closing exceptional passive candidates in competitive markets.
• Experience partnering directly with executives and senior functional leaders.
• Strong sourcing and closing instincts—you enjoy the hunt and know how to turn a passive prospect into an excited candidate.
• The confidence and judgment to coach hiring teams to a better outcome.
• High ownership and the ability to make decisions and move work forward.
• Strong operational discipline and comfort managing multiple high-priority searches simultaneously.
• A data-driven approach to recruiting and the ability to diagnose why a search isn’t working and adjust quickly.
• A builder mentality. You’re energized by creating and improving processes rather than simply operating within established ones.
• Curiosity about AI and AI security. You don’t need to be an AI expert, but you should be excited to learn about our market and use AI tools to work smarter.

Bonus Points If You Have:

• Experience recruiting GTM talent at an early-stage or rapidly scaling startup, where you helped build the recruiting function while actively hiring.
• Experience recruiting within AI, cybersecurity, enterprise software, developer tools, or another highly technical market.
• A track record of hiring across a range of GTM profiles—from enterprise sales and marketing to more technical customer facing roles.
• Experience using AI and recruiting technology to improve sourcing, market mapping, candidate engagement, or recruiting operations.

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:

You’re an owner and a doer. You can advise a senior leader on talent strategy in the morning and spend the afternoon personally sourcing the people you believe they should meet.

You have a point of view and aren’t afraid to use it. You’ll challenge an unrealistic profile, push for a faster decision, or recommend changing course when the market tells us something isn’t working.

You move with urgency, hold a high bar, and care more about building an exceptional team than simply filling roles.

If you want meaningful ownership over how Gray Swan builds its GTM organization, we’d love to meet you.

What We Offer:

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.

Compensation: $122,500 - $185,000 plus performance based bonus and meaningful 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. We read everything; we’ll respond within 10 days.

🗣Recruiter Screen. We learn about you; you learn about us.

🧑‍💻 Technical or Hiring Manager Screen.

🗣Virtual Onsite Interview

😇 Reference checks. We’ll reach out to 3-5 references that you provide.

📃 Offer. If it’s mutual, we move fast.