Lead AI Engineer- GTM Systems

About the role:

The future of Go-To-Market systems at Samsara is agentic, intelligent, and automated — and you will define what that future looks like. As Lead AI Architect, GTM Systems, you will set the technical vision for how Samsara's GTM technology organization builds AI-powered automation: from low-code platforms that put power in the hands of operators, to custom agentic pipelines that tackle the most complex GTM workflows.

This is a senior individual contributor role with organization-wide scope. You won't just advise — you'll architect, prototype, and establish the patterns that the entire GTM engineering team builds against. You'll be the person who defines when to reach for a low-code tool like Workato or Salesforce Flow, when to build a custom LangGraph agent, and how to connect them into a coherent, governed, enterprise-grade system.

You will partner with GTM engineering leadership, Sales Ops, BizTech, and C-level business stakeholders to translate strategic ambitions into architectural blueprints — and then make sure those blueprints become reality. You'll shape the standards, reference architectures, and evaluation frameworks that ensure Samsara's GTM systems are built to last.

This is a remote role open to candidates in Canada.

You should apply if:

• You want to impact the industries that run our world: Your efforts will result in real-world impact – helping to keep the lights on, get food into grocery stores, reduce emissions, and most importantly, ensure workers return home safely.
• You are the architect of your own career: If you put in the work, this role won’t be your last at Samsara. We set up our employees for success and have built a culture that encourages rapid career development, countless opportunities to experiment and master your craft in a hyper growth environment.
• You’re energized by our opportunity: The vision we have to digitize large sectors of the global economy requires your full focus and best efforts to bring forth creative, ambitious ideas for our customers.
• You want to be with the best: At Samsara, we win together, celebrate together and support each other. You will be surrounded by a high-calibre team that will encourage you to do your best. 
• You see every GTM business problem as an architecture problem — and you have the technical depth to design a solution that spans low-code automation, custom AI agents, and enterprise integration
• You're fluent in both the boardroom and the IDE — you can present an architectural vision to a VP of Sales and then prototype it in LangGraph the same afternoon
• You have strong opinions about when to use low-code platforms versus custom builds, and a track record of making those calls correctly in production environments
• You're energized by being the person who sets the bar — who others look to when they don't know what pattern to follow or which technology to choose
• You believe the most durable AI systems are the ones designed for human oversight, transparent reasoning, and safe, auditable operation

In this role, you will:

• Define and own the technical vision for AI-powered GTM systems — establishing the architecture strategy that covers both low-code automation (Workato, MuleSoft, Salesforce Flow) and custom agentic AI builds (LangGraph, LangChain, MCP-enabled pipelines)
• Create and publish the reference architectures, design patterns, and decision frameworks that guide when and how the GTM engineering team builds: low-code-first vs. custom, synchronous vs. event-driven, human-in-the-loop vs. fully automated
• Lead architectural design for the highest-complexity GTM systems — multi-system integrations, enterprise-scale agentic workflows, real-time event processing, and cross-platform data orchestration across Salesforce, NetSuite, Marketo, and custom data stores
• Drive the evaluation, selection, and adoption of emerging AI tools, frameworks, and platforms — assessing fit, risk, and maturity to ensure Samsara stays at the leading edge without accumulating technical debt
• Serve as the organization's technical authority on LLM orchestration: prompt safety, retrieval-augmented generation, model context management, tool calling, multi-agent coordination, and responsible AI design
• Own the integration architecture strategy across the GTM systems landscape — defining the patterns, APIs, event contracts, and data models that allow GTM systems to evolve independently while staying reliably connected
• Champion a scalable low-code-first strategy: define the governance model, extensibility patterns, and operational standards that allow non-engineers to build automations safely without creating fragility or compliance risk
• Partner with VP-level GTM stakeholders to translate strategic business goals into concrete architectural roadmaps — with clear trade-offs, timelines, and success criteria
• Conduct architecture reviews across the GTM engineering team: provide structured feedback, identify systemic risks, and drive continuous improvement in system design quality
• Produce internal thought leadership — white papers, architecture decision records (ADRs), and engineering wikis — that raise the collective technical bar across the GTM systems organization

Minimum requirements for the role:

• Bachelor's degree in Computer Science, Engineering, or related field, or equivalent practical experience
• 10+ years of software engineering experience, with a track record of building and shipping production-grade backend systems
• Minimum of 3 years of Technical Lead experience
• Demonstrated experience personally building and deploying AI agents used by real end users — you can walk through one specific agent: the persona, the problem, the build, and the outcome
• Hands-on proficiency with LLM orchestration and agentic frameworks: LangGraph, LangChain, CrewAI, LlamaIndex, or equivalent
• Experience designing and implementing RAG systems: vector databases, retrieval strategies, chunking approaches, and embedding pipelines
• Strong backend engineering fundamentals: Python and/or Node.js, FastAPI or equivalent, async and event-driven architecture patterns
• AWS experience: Bedrock, Lambda/serverless, SQS/SNS/EventBridge, or equivalent cloud-native infrastructure
• Strong communication skills and the ability to work directly with non-technical business stakeholders to extract requirements and translate them into buildable solutions

An ideal candidate also has:

• Experience building evals and observability tooling for LLM-powered systems: LangFuse, tracing, benchmark suites, or custom harnesses
• Familiarity with sales, deal desk, or finance workflows — enough to understand how a deal moves from lead to quote to close to renewal and where the friction lives
• Experience with FastMCP, LiteLLM, or Model Context Protocol (MCP) in production multi-agent systems
• Exposure to Salesforce as a data source — not as an admin, just enough to know where relevant GTM data lives and how to access it
• Background at a startup building AI for GTM or RevOps, or a RevOps background where you pivoted into AI engineering 
• Experience mentoring engineers or contributing to hiring, even informally
• Familiarity with prompt engineering, tuning, and understanding of how model behavior changes across LLM providers (OpenAI, Anthropic/Claude, etc.)
• Experience with full-stack development: custom application development, AWS Bedrock, Node.js, Python, serverless programming