Principal Software Engineer

MaintainX is the world's leading AI-powered maintenance and asset management platform, serving 14,000+ customers including Duracell, Shell, Cintas, and Brenntag. We raised $150M in Series D funding led by Bessemer Venture Partners and Bain Capital Ventures, bringing our total funding to $254M. We were named to the Forbes 2025 Cloud 100 , the definitive ranking of the top 100 private cloud companies in the world. We're growing fast and hiring the talent to match. The market is at a turning point. Manufacturing will need to fill 3.8 million vacant jobs through 2033. Technicians spend roughly 60% of their time on paperwork and research instead of actual wrench work. Most manufacturers expect to adopt AI-driven maintenance at scale by 2027. Our AI Platform is how we make that transition real for the frontline. The Role Our AI Platform is the catalog of Agents, Skills, and Tools that every product engineer at MaintainX assembles to ship AI-powered features. CoPilot, Root Cause Analysis, the Parts Agent, and the Scheduling Agent all run on it. As Principal Engineer, you will own the technical vision for the AI platform and scale it to match our ambition. This is a senior individual contributor role reporting to VP of Engineering. You will lead through architecture, high-leverage technical decisions and products that produce long-term company outcomes. You will set direction across multiple divisions, align executives on platform strategy, and hold leaders accountable for engineering-wide adoption. What you will own: Define the Agent / Skill / Tool architecture . Evolve the platform so agents can reason, plan, and collaborate, skills are discoverable and reused across workflows, and tools expose structured, permission-aware access to operational data. Design for progressive autonomy as trust, reliability, and governance mature. Scale the context graph. Architect the retrieval and knowledge systems that turn 14,000+ digitized equipment manuals, 370,000+ procedures created yearly, and 27M+ annual work orders into customer-specific intelligence with cross-asset reasoning. Build the developer experience. Own agent orchestration, an MCP tool registry, reproducible dev environments, and the observability layer that makes agents trustworthy at scale. Engineers should define agent behavior through schemas and prompts while the platform handles routing, validation, evaluation, and observability. Build the evaluation and feedback loop. Design offline and online evaluation systems so every user interaction (accept, refine, override) improves agent performance. Drive cross-division alignment. Partner with product engineering teams across Plant Setup, Maintenance Planning, Maintenance Execution, Reliability Engineering, Parts & Purchasing, and Reporting. Represent MaintainX engineering internally and externally. You have 10+ years of software engineering experience, with significant depth in backend systems, distributed architecture, or platform / infrastructure engineering. 3+ years building ML or LLM-powered systems in production, with real operating experience around evaluation, latency, cost, and reliability. A track record of company-wide technical leadership at the Principal level. You have defined architecture for systems used by multiple teams, influenced engineering strategy beyond a single division, and held leaders accountable for adoption. Internal platform experience where your customers are other engineers. You treat developer experience as a product: adoption, documentation, enablement, and ergonomics are first-class. Strong Python backend expertise, with experience designing APIs, services, and data pipelines. The ability to write a clear design document, facilitate a technical decision across teams, and represent engineering externally with credibility. Nice to have: Production agentic systems: multi-agent orchestration, tool use, skill registries. MCP, LangGraph, LlamaIndex, plus evaluation and observability platforms like Langfuse, LangSmith, or Braintrust. RAG pipelines, vector databases, embedding strategies, and knowledge graphs at scale. B2B SaaS, industrial software, IoT / OT, or other domains where AI must operate with high reliability and domain-specific context. We offer Competitive base, equity, and variable comp aligned to role and location. Equity in a high-growth, post-Series D company. Day-1 health, dental, and vision coverage. Unlimited PTO, which we actually take. Flexible token limits. Work from our San Francisco, Toronto, or Montreal hubs, or remote across the United States and Canada. How we work We hire for what you have shipped, not what your title was. We promote quickly when people deliver and have honest conversations early when fit isn't right. Output wins. If you would rather shape the architecture that every other engineer builds on than manage headcount, this is the right room. MaintainX is committed to building a diverse and inclusive team. We welcome applications from people of all backgrounds. If you're excited about this role but don't meet every qualification, we encourage you to apply. #LI-Remote Our mission is to deliver one platform for maintenance, repair & operations teams to keep the physical world running. We believe the greatest asset in any organization is the people. That’s why we built an intuitive, mobile-first solution to help boost productivity and collaboration across teams and locations. MaintainX is committed to creating a diverse environment. All qualified applicants will receive consideration for employment without regard to race, colour, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.