GTM Engineer

Join Gray Swan as a GTM Engineer and help shape the future of AI security. Work with cutting-edge tools, own high-impact systems, and drive revenue operations in a fast-growing, mission-driven B2B SaaS startup. ❖ About Gray Swan Gray Swan protects organizations from emerging AI security threats with real-time threat detection, automated validation, and adaptive defenses. Our team of 30+ is well-funded, rapidly expanding, and trusted by globally recognized customers. Here, you’ll take on real responsibility, meaningful equity, and help define both our product and company direction. Our mission in AI safety attracts engineers and researchers who want to make a tangible impact. ❖ About the GTM Engineer Role As a GTM Engineer B2B SaaS, you’ll architect and automate the systems, data, and processes that power revenue generation across sales and marketing. You’ll be the bridge between pipeline creation and revenue conversion, ensuring our GTM motion is fast, reliable, and scalable. This is a high-ownership role where you’ll work hands-on with HubSpot, enrichment pipelines, workflow automation, SQL, APIs, and AI tools like Clay and Fireflies. ❖ What You’ll Do - Build and optimize GTM systems architecture, with HubSpot as the core CRM - Automate workflows for enrichment, routing, scoring, CRM hygiene, and pipeline management - Design AI-native GTM workflows using LLMs for account research, call summaries, and deal hygiene - Integrate tools like Fireflies, Google Sheets, and webhooks to streamline data and reporting - Develop internal tools for proposal generation, pricing, deal desk review, and contract reconciliation - Maintain clean, structured GTM data for decision-grade reporting and analytics - Partner with leadership on forecasting, pipeline coverage, and GTM planning - Dogfood Gray Swan’s own products (Cygnal, Shade) within our sales and customer-facing workflows ❖ Who You Are - 3–5 years in GTM Engineering, RevOps, Sales Ops, or Marketing Ops in a B2B SaaS environment - Deep experience with HubSpot CRM architecture, workflows, reporting, and pipeline hygiene - Strong analytical skills with Excel/Sheets, BI tools (Looker, Tableau, Mode), and AI analytics - Proficient in SQL, webhooks, no-code/low-code tools, and lightweight automation - Skilled in leveraging AI tools or LLMs for research, data quality, and workflow automation - Experience designing GTM processes (lead routing, scoring, pipeline stages) - High attention to data integrity and system scalability - Bonus: Sales enablement experience, Python or scripting, and familiarity with tools like Clay, Apollo, ZoomInfo, Lusha, Chili Piper, LeanData, Default, Fireflies, Gong, Retool, Zapier, Make, Claude Code, Cursor, or Replit - Experience in B2B SaaS, cybersecurity, AI, infrastructure, or technical enterprise sales is a plus ❖ You’ll Thrive Here If - You’re a builder who solves root problems, not just symptoms - You’re technical and independent, but collaborative with stakeholders - You’re excited to use AI tools thoughtfully for leverage - You’re comfortable with ambiguity and building from partial structure - You want to help a fast-growing startup build durable GTM systems before scale breaks them - You have low ego, high ownership, and communicate well across teams ❖ Compensation & Benefits - Salary: $115,110 - $173,100 - 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 respond within days) - Intro call (30 min) - Technical interview (90 min, no whiteboarding) - Experience & culture interview (60 min) - Reference checks - Fast offer if it’s a mutual fit Ready to build the future of AI security and revenue operations? If you’re a GTM Engineer passionate about B2B SaaS, HubSpot, and automation, we want to hear from you—even if you don’t meet every requirement. Apply now and help us shape the next era of AI safety. [META]: GTM Engineer B2B SaaS role at Gray Swan—build and automate revenue systems with HubSpot, AI tools, and more. Competitive pay, equity, and impact.