Head of GTM Systems & AI

Role Overview

The Head of GTM Systems & AI will lead a high-performing team to build on the foundation of 360Learning’s commercial engine, turning ambiguous business problems into reliable, scalable products. The role requires fluency in modern GTM systems and AI tooling, with a strong AI mandate.

What You Will Do

Within 1 month, the Head of GTM Systems & AI will know the team, the stack, and the cross-functional leaders and teams they’ll partner with. Within 3 months, they will have taken one major cross-functional change from plan to done, and within 6 months, they will have shipped at least one AI agent that watches business data and reaches people on its own.

Why It Might Be a Fit

The ideal candidate will thrive in ambiguous, fast-moving environments, have a strong AI mandate, and be able to drive strategic alignment and executive communication. They will also be able to set and hold standards for documentation, testing, and deployment without slowing the team down.

Requirements

• 5+ years of experience across GTM systems, agentic/AI workflow products, revenue technology, enterprise SaaS, or an adjacent path
• Fluency in modern GTM systems: Salesforce, marketing automation, enrichment, routing, attribution, lead-to-quote, billing, or customer lifecycle tools
• Built with modern AI tooling: agents, plugins, or skills on top of LLMs, connectors to business systems, and evals that tell you whether an agent is good
• Ability to define KPIs, run experiments, and use data to prioritize where to invest and to measure real impact on pipeline, conversion, efficiency, and revenue

Benefits

• Work From Home stipend
• RTT
• Lunch vouchers
• Medical insurance
• Gym subscription
• 1 month parental leave for the second parent