Staff Software Engineer

🕒 April 3

🏄 California, New York, +1 more states – Remote

🏄 California – Remote 🗽 New York – Remote 🤠 Texas – Remote

⏰ Full Time

🔴 Lead

🧑‍💻 Full-stack Engineer

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Fleetio

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2012

🏢 Enterprise

🚗 Transport

☁️ SaaS

💰 $21.1M Series B on 2020-11

Enterprise • Transport • SaaS

Fleetio is a comprehensive fleet management software provider that helps organizations track, analyze, and improve their fleet operations. The platform offers tools for vehicle maintenance, tracking fuel usage, managing drivers, and ensuring regulatory compliance. Fleetio aims to enhance efficiency and reduce costs for businesses with fleets of all sizes by providing real-time data and insights.

📋 Description

• Design and build the knowledge infrastructure that gives AI tools at Fleetio structured access to company context. The form this takes (an API layer, a CLI, an SDK, agent configuration, protocol servers, or something new) is a decision you will help make. • Build integrations that connect Fleetio's internal knowledge sources (project management, documentation, code, data warehouses, communication tools) into a consistent, secure context layer with identity passthrough. • Design the system so other teams can extend it. Whether that means spoke templates, plugin architectures, or shared configuration patterns, the goal is to scale beyond what a small team can maintain directly. • Partner with teams across Fleetio to identify where missing context creates the most friction, and build the integrations that close those gaps. This is not engineering-only: Product Managers need AI tools that understand product strategy and customer data; designers need access to design systems and user research; Customer Success needs account history and help center content. • Take ownership of CI/CD intelligence, making pipelines fast, reliable, and trustworthy as AI-accelerated development increases code velocity. • Define and own the measurement framework for AI adoption and internal tool impact across the company. Track what works, surface what doesn't. • Champion AI-first documentation practices: structure internal docs so AI tools can consume them effectively (coding examples, machine-parseable formats, clear interface descriptions). • Collaborate closely with the Platform/SRE team (they own infrastructure; we build the tooling and knowledge layer on top) and with Product Managers, Designers, and Engineers across the organization. • Produce well-tested, maintainable, and performant code. Thoroughly review your peers' code to ensure quality, maintain consistency, and share knowledge. • Contribute enterprise-grade capabilities to Fleetio's existing internal AI tooling ecosystem: identity and auth for protected systems, governed data access, cross-system queries, and quality patterns that help the ecosystem scale. • Establish the technical standards for the Leverage team. As the founding engineer, your decisions on architecture, tooling, and code quality will set the bar for everyone who follows.

🎯 Requirements

• 5+ years of professional experience building production software • Strong integration engineering skills: comfort working across dozens of APIs, authentication schemes (OAuth, API keys, SAML, service accounts), data formats, and rate limits • Experience with protocol-based architectures (MCP, LSP, or similar), SDKs, CLI tooling, or developer platform design. You understand how to expose structured data to client tools in a way that scales. • Full-stack capabilities: you will build backend services, CLI tools, and internal UIs • Experience with identity and access management (Okta, SSO, or similar) and understanding of how to pass user identity through to downstream systems • Experience building and consuming APIs and working with external integrations • Solid experience solving challenging architecture problems with good design • Experience with unit testing frameworks and CI/CD pipelines • Excellent communication skills, particularly written • Be sure to mention "coffee" in your application so we know you actually read this

🏖️ Benefits

• Multiple health/dental coverage options (100% coverage for employee, 50% for family) • Vision insurance • Incentive stock options • 401(k) match of 4% • PTO - 4 weeks (increases at year two!) • 12 company holidays + 2 floating holidays • Parental leave - birthing parent (16 weeks paid) non-birthing (4 weeks paid) • FSA & HSA options • Short and long term disability (short term 100% paid) • Community service funds • Professional development funds • Wellbeing fund - $150 quarterly • Business expense stipend - $125 quarterly • Mac laptop + new hire equipment stipend • Fully stocked kitchen with tons of drinks & snacks (BHM only)