Senior Software Engineer, Actionable Intelligence

Your impact

• Design, build, and iterate on AI-powered product experiences across Fleetio’s Rails and React application.
• Partner closely with Product, Design, Data, Customer Success, and other engineers to identify customer problems where AI can meaningfully improve the workflow.
• Create high-quality front-end experiences using React, TypeScript, Vite, Storybook, Tailwind, and component patterns, while caring deeply about accessibility, usability, maintainability, and performance.
• Work across the stack, including Rails APIs, database-backed product workflows, AI integration points, prompts, evaluation flows, observability, and customer-facing UI.
• Prototype quickly, learn from experiments, and help the team decide when to iterate, harden, or discard an approach.
• Review code and designs with a strong eye for user experience, front-end quality, correctness, readability, performance, security, and long-term maintainability.
• Mentor other engineers in React, TypeScript, Rails, AI tooling, experimentation, and pragmatic product engineering practices.

Your experience

• 5+ years experience with Ruby on Rails
• 5+ years experience with ReactJS, Typescript
• High comfort level with HTML & CSS and ability to create dynamic UX workflows and custom-designed UI components.
• Strong understanding of object-oriented programming and relational databases, such as PostgreSQL.
• Strong product instincts and care about whether a feature creates a clear, measurable customer outcome.

Nice to have

• Experience building AI-powered product features using LLM APIs, prompt engineering, tool/function calling, retrieval, evaluations, or human-in-the-loop workflows.
• Experience with observability, feature flags, gradual rollouts, A/B tests, or product experimentation.
• Project experience with TailwindCSS

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
• Remote working friendly since 2012