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Head of GTM Systems & AI

360LearningLondon, RemoteStrategy & Operations
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Salary
Not listed
Job type
Full-time
Work mode
Remote
Posted
16 Sept 2026
Status
Open · checked 7d ago

About this role

Role Overview

The Head of GTM Systems & AI at 360Learning is a full-time leadership position based in London with remote flexibility within the Strategy & Operations department. This role directs the commercial technology stack and internal artificial intelligence initiatives, making it an ideal opportunity for a strategic technology leader who thrives at the intersection of go-to-market operations, systems engineering, and AI.

Key Responsibilities

Own the internal AI operating model for the go-to-market organization, covering skill libraries, agent evaluations, cost tracking, user adoption, and return on investment in collaboration with Data and Enablement teams.
Direct the long-term architectural design of the go-to-market technology stack, which includes customer relationship management, marketing automation, and customer success tools, while deciding whether to build or buy solutions.
Guide company prioritization by evaluating business problems, determining optimal solutions, and analyzing cost and technical feasibility.
Lead, mentor, and coach a team of five senior individual contributors specializing in Salesforce, marketing and business development representative tools, customer success systems, and web operations.
Maintain rigorous standards for documentation, testing, and deployment without impeding team velocity.
Oversee end-to-end vendor management, encompassing software evaluations, quarterly keep-or-kill reviews, and contract renewals.
Collaborate as a peer alongside leaders in Data, Enablement, Security, Finance, and commercial functions to drive successful change management and feature adoption across distributed teams.

Requirements

Demonstrated leadership experience managing high-performing technical teams, specifically guiding senior individual contributors across commercial systems.
Deep expertise in go-to-market technology architecture, including Salesforce, marketing automation platforms, data enrichment solutions, and customer success tooling.
Proven ability to translate ambiguous business challenges into reliable, scalable products and operational strategies.
Experience establishing internal AI operating models, agent evaluations, and tracking technology adoption and return on investment.
Strong partnership and communication skills to collaborate effectively with cross-functional leaders across security, finance, data, and commercial departments.

Skills and Tools

Salesforce
Marketo
AI tooling and agent evaluation frameworks
Data enrichment technologies
Customer success and web operations systems
Vendor management and stack architecture

About the Company

360Learning operates a commercial engine supported by mature systems, comprehensive documentation, and a forward-looking AI vision. The organization functions as customer zero for artificial intelligence, testing innovative internal applications before scaling them across other business functions.

How to Apply

Interested candidates should apply directly on the official 360Learning careers page.

Skills and tech stack

LLMs

Questions candidates ask

What is the location of this role?

This role is based in London, United Kingdom, with remote flexibility.

Which department does the Head of GTM Systems & AI belong to?

The position sits within the Strategy & Operations department at 360Learning.

What are the primary technology platforms managed in this role?

The role manages platforms including Salesforce, Marketo, data enrichment solutions, customer success tooling, and internal AI agents.

How many direct reports does this position manage?

The position leads and coaches five senior individual contributors across Salesforce, marketing/BDR, CS systems, and web ops.

How should I submit my application?

Candidates should apply through the official 360Learning careers page.

Ready to apply?

The application is on the official 360Learning careers page.

Apply on company site