Gray Swan AI

Head of Growth & Demand Generation

Gray Swan AI

Remote (U.S. Only)RemoteFullTime$170k – $250kPosted Jul 15, 2026

Job description

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 https://www.grayswan.ai/about. THE ROLE The Head of Growth & Demand Generation owns Gray Swan’s pipeline generation strategy. This is a revenue-critical leadership role responsible for building and scaling a repeatable demand engine that consistently generates high-quality, sales-accepted pipeline.

You’ll partner closely with Sales, Product, and company leadership to define our demand strategy, identify the highest-impact digital growth opportunities, and execute programs that accelerate revenue. As an early marketing leader, you’ll have the opportunity to shape both the function and the company’s long-term growth strategy.

This role includes a variable compensation component tied directly to qualified pipeline generation, aligning marketing performance with measurable business outcomes. WHAT YOU’LL DO

  • Build and scale a multi-channel demand generation engine across outbound, inbound, ABM, paid media, partnerships, content, events, and growth experiments.
  • Own quarterly and annual pipeline gen targets aligned with company revenue goals.
  • Define our targeted segmentation strategy and channel mix to maximize pipeline creation and conversion.
  • Partner closely with Sales leadership to improve lead quality, qualification, conversion rates, and overall pipeline efficiency.
  • Own marketing performance, including budget allocation, attribution, ROI, funnel conversion, and experimentation across every stage of the lead journey.
  • Collaborate with Product, GTM Operations, and executive leadership to continuously refine and develop high-converting generation campaigns to explode revenue growth.

WHO YOU ARE

  • 5+ years of experience in B2B SaaS, Cyber Security or AI Security marketing, with a strong focus on demand generation, growth marketing, or revenue marketing.
  • Proven track record of building and scaling pipeline generation programs within a high-growth startup environment.
  • Experience developing integrated demand generation strategies across inbound, outbound, ABM, paid acquisition, partnerships, and events.
  • Strong understanding of marketing analytics, attribution, funnel optimization, and performance measurement.
  • Experience with modern marketing and sales technology (we currently use HubSpot), along with a data-driven approach to experimentation and optimization.
  • Comfortable operating as both a strategic leader and a hands-on builder in a fast-moving environment. If you don’t meet 100% of these qualifications, we still encourage you to apply. We care more about your ability to create impact than checking every box. YOU’LL THRIVE HERE IF YOU ARE
  • Obsessed with building predictable, repeatable pipelines — not just generating marketing activity.
  • Experience using AI tools/automation as force multipliers to move faster, work smarter.
  • Highly analytical, naturally curious, and constantly testing new ideas to improve performance.
  • Comfortable owning ambitious growth goals and being measured by business outcomes.
  • Equally energized by developing strategy and rolling up your sleeves to execute.
  • Motivated by building something from the ground up and helping define the next phase of Gray Swan’s growth.
  • Ownership, high accountability - end to end campaigns
  • Self Starter 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

$170,000 - $250,000 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. ✏️ Online technical screen (15 min). Complete a simple, job-relevant exercise. 🗣 Intro call (30 min). We learn about you; you learn about us. 🧑‍💻 Technical interview (90 min). Live coding with some tasks requiring AIand others not. 🗣 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, link to your portfolio, and answer the questions on the application.