Head of GTM AI and Engineering

Samsara

4d•$196,000 - $350,000•Remote

About The Position

Samsara is looking for a Head of GTM AI and Engineering to lead the technical evolution of our Go-To-Market (GTM) strategy. This leader will build, automate, and operate the systems that power Samsara’s entire go-to-market engine, and you’ll do it AI-first. You will lead a high-impact, cross-functional team of AI Engineers, Data Scientists, Data Engineers, and Product Managers dedicated to building advanced AI products, models, and automated workflows. These internal products deliver deep insights, precise recommendations, and seamless automation to supercharge our ~1,500-person GTM organization and directly enhance the experience of several thousand global customers. This is a senior leadership role built for an AI-first world—moving beyond traditional reporting into the engineering of intelligent systems that scale a hyper-growth business.

Requirements

12+ years of experience in software engineering, data science, or revenue technology, with a minimum of 5+ years successfully managing other people managers (such as Engineering Managers or Directors) within a complex, high-growth technical ecosystem.
Proven hands-on background in modern AI architectures, Large Language Model (LLM) orchestration, complex data modeling, and production-level SQL/BigQuery paradigms to effectively set technical direction and audit team outputs.
Demonstrated experience designing and deploying AI-powered workflows or scalable data pipelines at a company of meaningful scale.
Exceptional ability to translate deeply complex technical and data architecture into plain, actionable business context for non-technical executive stakeholders.
Must reside in the United States.

Nice To Haves

Experience working with usage-based or consumption revenue models linked directly to product telemetry and data pipes.
Prior engineering oversight at a high-growth Product-Led Growth (PLG) SaaS enterprise.
Deep familiarity with core GTM systems and tools (e.g., Salesforce architecture, Snowflake/BigQuery data lakes, and enterprise BI platforms like Looker or Tableau).

Responsibilities

Lead and Scale a Multi-Disciplinary Team: Hire, develop, and lead an inclusive, engaged, and high-performing team of AI Engineers, Data Scientists, Data Engineers, and Product Managers.
Shape Functional AI & Strategy: Define the 3-year vision and technical roadmap for AI deployment across GTM systems, striking the optimal balance between automated AI agents and essential human judgment.
Architect Intelligent Systems: Direct the creation of production-grade AI models, consumption forecasting engines, and automated data pipelines that eliminate manual operational bottlenecks across CRM and product telemetry layers.
Maintain an Uncompromising Quality Bar: Set execution standards for AI-generated analysis and model outputs, building rigorous review frameworks so business executives can implicitly trust the system's data.
Collaborate Cross-Functionally: Partner at the executive level with Engineering, Product, and RevOps leaders to implement highly scalable data models, metric standards, and self-serve tooling across the enterprise.
Foster Samsara's Culture: Champion, role model, and embed Samsara’s cultural principles (Focus on Customer Success, Build for the Long Term, Adopt a Growth Mindset, Be Inclusive, Win as a Team) as we scale globally.