- 360learning
- Full-Time
- <48 Hours
- $240
Head of GTM Systems & AI.
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Head of GTM Systems & AI: our view in 3 lines...
- The Role:This role leads GTM systems and AI operations for a learning technology company.
- The Person:The person will shape GTM systems strategy, run vendor renewals, ship AI agents, set roadmaps, define KPIs, and drive adoption across commercial operations.
- Requirements:The ideal candidate has 5+ years across GTM systems, agentic AI workflow products, revenue technology, enterprise SaaS, Salesforce, modern AI tooling, KPI work, vendor evaluations, and fluent English.
About the role
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.
Who We Are
360Learning enables companies to upskill from within by turning their experts into champions for employee, customer, and partner growth. With our LMS for collaborative learning, Learning & Development teams can accelerate upskilling with the help of internal experts instead of slow top-down training. 360Learning is the easiest way to onboard and upskill employees, train customer-facing teams, and enable customers and partners–all from one place.
360Learning powers the future of work at 1,700 organizations. Founded in 2013, 360Learning has raised $240 million with 400+ team members across North America and EMEA.
Learning Includes Everyone.
In concert with our culture, 360Learning believes learning includes everyone and that means embracing the strengths of diversity, connectedness, and inclusion. Through conscientious efforts, our global footprint celebrates cultures, perspectives, and experiences from all over the world to support our platform that is built for all regardless of race, ethnicity, gender identity or expression, sexual orientation, religion, age, neurodiversity, disability status, citizenship, veteran status or any other aspect which makes an individual unique or protected by laws and regulations in the locations where we operate. Thus, 360Learning is proud to be an equal opportunity workplace, and we commit to continue this throughout our processes for recruitment, compensation, benefits, performance, promotion, and all other conditions and terms of employment. We want to learn from and with you!
