Head of GTM Systems & AI

Strategy & Operations Full Time Introduction to the Team & Role What if your team was the one that got to build the future of how a company runs — and tried it on itself first? GTM Systems owns the tech stack behind 360Learning's commercial engine — Salesforce, Marketo, data enrichment and AI tooling across sales, marketing, customer success and services. Our mission is to be a force multiplier for the business: making go-to-market faster, smarter and more effective. We already have a high-performing team, mature systems, extensive documentation, and an ambitious AI vision. Now we need someone to build on that foundation and take it to the next level. You'll work closely with GTM leaders, operators, data teams and engineering to turn ambiguous business problems into reliable, scalable products. You'll partner with each team to define the target state — where AI can take work off their plate, and where the human touch matters — then build the systems and agents that get them there. This is a high-impact role for someone who loves working at the intersection of product, systems, AI and go-to-market strategy. Key Responsibility Areas Own the internal AI operating model for GTM — the library of skills, agent evals, cost, adoption and ROI — in partnership with Data and Enablement. Keep the team a step ahead as customer zero for AI, turning what works into patterns other functions adopt. Own the long-term design of the GTM stack — CRM, marketing automation, CS tooling — deciding what to build vs. buy. Help the company prioritize by identifying the best solution to each business problem and sizing its cost and feasibility. Lead and coach five senior ICs across Salesforce, marketing/BDR, CS systems and web ops. Set a high bar for documentation, testing and deployment — and hold it without slowing the team down. Run vendor management end to end: evaluations, the quarterly keep-or-kill review, and renewals. Partner as a peer to the leaders of Data, Enablement, Security, Finance and every commercial function. Drive adoption and change management for new GTM capabilities across distributed teams.