Senior Software Engineer, Actionable Intelligence
Fleetio · United States
- Hybrid
- Full-time
- $150,000 / year
- United States
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Job highlights
- Build AI-powered product experiences.
- Develop next-gen intelligent workflows.
- Work with Rails and React.
- Collaborate across product teams.
- Mentor engineers on AI and best practices.
About the role
About Fleetio
Fleetio is a modern software platform used by thousands of organizations globally to manage their fleet operations. We are a leader in the transportation technology market, experiencing significant growth with a strong customer base and continuous acquisition of new clients. In March 2025, we successfully secured $450 million in Series D funding, positioning us for an exciting future. Fleetio is also a proud founding member of the Rails Foundation.About Our Team and Company
Watch our culture videos: https://fleet.io/cultureEngineering culture, interview process and videos: https://www.fleetio.com/careers/engineering
Fleetio overview video: https://www.youtube.com/watch?v=IlvIbwZT3oU
Fleetio Go overview video: https://www.fleetio.com/go
More about the Fleetio platform: https://www.fleetio.com/features
API docs: developer.fleetio.com
Test drive Fleetio: https://www.fleetio.com/register
Job Description
We are seeking a Senior Software Engineer to join our Actionable Intelligence Team. This role focuses on developing product experiences that empower customers to understand fleet operations and make informed, next-best actions. The Actionable Intelligence Team is dedicated to building the next generation of intelligent, customer-facing workflows within Fleetio. Our current project involves Service Advisor, and we are continuously exploring new AI tools to surface insights, reduce manual tasks, and enable customers to make quicker, more confident decisions directly within the product.This is a senior, full-stack position ideal for a skilled Ruby on Rails engineer with a strong passion for front-end best practices, user experience, and modern React development. You will be instrumental in building AI-enabled features that are not only technically robust but also user-friendly, reliable, measurable, and highly valuable to our customers.
The ideal candidate thrives in environments that move from ambiguous product ideas to rapid prototyping and then solidifies successful experiments into dependable product capabilities. Fleetio's AI engineering standards emphasize transforming unclear AI opportunities into well-defined experiments, balancing user benefit with technical viability, and establishing feedback loops through customer input, usage data, evaluations, and quality assessments.
Your Impact
- Design, build, and iterate on AI-powered product experiences across Fleetio’s Rails and React application.
- Collaborate closely with Product, Design, Data, Customer Success, and other engineers to identify customer problems where AI can significantly enhance workflows.
- Create high-quality front-end experiences using Fleetio’s current stack (React, TypeScript, Vite, Storybook, Tailwind) and component patterns, prioritizing accessibility, usability, maintainability, and performance.
- Work across the full stack, including Rails APIs, database-driven product workflows, AI integration points, prompt engineering, evaluation frameworks, observability, and customer-facing UI.
- Prototype rapidly, learn from experiments, and contribute to team decisions on iterating, hardening, or discarding approaches.
- Conduct code and design reviews with a keen eye for user experience, front-end quality, correctness, readability, performance, security, and long-term maintainability.
- Mentor fellow engineers in React, TypeScript, Rails, AI tooling, experimentation, and pragmatic product engineering practices.
Your Experience
- 5+ years of experience with Ruby on Rails
- 5+ years of experience with ReactJS and TypeScript
- High comfort level with HTML & CSS, with the ability to create dynamic UX workflows and custom-designed UI components.
- Strong understanding of object-oriented programming and relational databases, such as PostgreSQL.
- Demonstrated strong product instincts and a focus on features that deliver clear, measurable customer outcomes.
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
- Fully stocked kitchen with tons of drinks & snacks (BHM only)
- Remote working friendly since 2012
Fleetio is an equal opportunity employer, committed to diversity and inclusion. Employment decisions are based on qualifications, merit, and business needs.
This application does not create a contract or offer of employment. Employment with Fleetio is at-will.
For accommodation needs, please call (205) 718-7500.
Key skills/competency
Senior Software Engineer, Actionable Intelligence, Ruby on Rails, ReactJS, TypeScript, AI, Product Experience, Front-end Development, User Experience, Full-stack DevelopmentSkills & topics
- Senior Software Engineer
- Actionable Intelligence
- Ruby on Rails
- ReactJS
- TypeScript
- AI
- Full-stack Development
- Front-end Development
- User Experience
- Product Engineering
- Software Development
- Tech Lead
- Engineering Manager
- Developer
How to get hired
- Tailor your resume: Highlight your 5+ years of Ruby on Rails and ReactJS/TypeScript experience, emphasizing AI feature development and product instincts.
- Showcase your AI skills: Detail any experience with LLM APIs, prompt engineering, or experimentation frameworks in your application.
- Demonstrate UX passion: Emphasize your commitment to user experience, front-end best practices, and building intuitive UI components.
- Prepare for technical interviews: Be ready to discuss your approach to designing, building, and iterating on full-stack features, including AI integrations.
- Research Fleetio's culture: Understand their focus on AI, customer outcomes, and collaborative engineering environment.
Technical preparation
Practice complex Rails API design.,Build dynamic React components with TypeScript.,Implement AI prompt engineering techniques.,Demonstrate full-stack problem-solving.
Behavioral questions
Describe a challenging AI project.,How do you balance user needs and tech feasibility?,Share an experience mentoring junior engineers.,How do you handle ambiguous product requirements?
Frequently asked questions
- What is the primary focus of the Senior Software Engineer, Actionable Intelligence role at Fleetio?
- The Senior Software Engineer, Actionable Intelligence role at Fleetio focuses on building AI-powered product experiences that help customers understand their fleet operations and make better decisions. You'll be developing next-generation intelligent workflows using Ruby on Rails and React.
- What are the core technical requirements for the Senior Software Engineer, Actionable Intelligence position at Fleetio?
- The core technical requirements include 5+ years of experience with Ruby on Rails and 5+ years with ReactJS/TypeScript. A strong understanding of HTML, CSS, object-oriented programming, and relational databases like PostgreSQL is also essential.
- Is this Senior Software Engineer role remote, and where can candidates be located?
- Yes, this Senior Software Engineer, Actionable Intelligence role is a remote opportunity and is open to candidates located in the United States, Canada, or Mexico.
- What experience is considered beneficial for the Senior Software Engineer, Actionable Intelligence role at Fleetio?
- Beneficial experience for this role includes building AI-powered product features using LLM APIs, prompt engineering, observability, feature flags, and product experimentation. Experience with TailwindCSS is also a plus.
- How does Fleetio approach AI development for its Senior Software Engineers?
- Fleetio's AI engineering approach emphasizes translating ambiguous AI opportunities into clear experiments, balancing user value with technical feasibility, and creating feedback loops through customer feedback and usage signals.
- What is the team structure for the Actionable Intelligence Team at Fleetio?
- The Actionable Intelligence Team is a squad focused on building intelligent, customer-facing workflows. You will work closely with Product, Design, Data, Customer Success, and other engineers to deliver AI-enabled features.
- What kind of impact will a Senior Software Engineer have at Fleetio?
- As a Senior Software Engineer, you will design, build, and iterate on AI-powered features, partner with cross-functional teams to solve customer problems, create high-quality front-end experiences, and mentor other engineers.
- What are the benefits offered for the Senior Software Engineer role at Fleetio?
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