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Senior Software Engineer, Strategic Reporting & Tools

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: Fleetio
Full Time position
Listed on 2026-06-04
Job specializations:
  • Software Development
    Software Engineer, Full Stack Developer
Salary/Wage Range or Industry Benchmark: 125000 - 150000 USD Yearly USD 125000.00 150000.00 YEAR
Job Description & How to Apply Below

Senior Software Engineer, Strategic Reporting & Tools

Remote - USA, CAN, MEX

A little about us…Fleetio is a modern software platform that helps thousands of organizations worldwide manage their fleet operations. Transportation technology is a hot market, and we’re leading the charge with raving fans and new customers signing up every day. We raised $450M in our Series D funding round in March of 2025 and are on an exciting trajectory as a company.

Fleetio is also a proud founding member of the Rails Foundation !

Fleetio is looking for a self-driven and product-minded Senior Software Engineer to join our Strategic Reporting & Tools team of our product. This role is ideal for someone who has an interest in digging into data, and enjoys working with a cross-functional team. In this role, you will help build features that empower our users with premium analytics and reporting solutions to transform their fleet operations.

This is a remote opportunity and is open to candidates in the United States, Canada, or Mexico.

Who you are

The ideal candidate for this role will demonstrate a strong proficiency in full-stack development, working with large data sets, and have a proven track record of delivering high-quality software solutions. You are adept at working with databases, particularly Postgres and Snowflake. You have experience working with data to build quality insights and analytics solutions. Bonus points if you’ve worked across the analytics stack, including BI tools (Thought Spot, Tableau, Sigma) and transformation tooling (dbt).

You possess strong but loosely held opinions about architecture. You have experience integrating 3rd-party tools and APIs into a product with a focus on abstraction, maintainability, and a seamless user experience. You are passionate about solving business problems with scalable architecture. You are product-minded and team-oriented, willing to hear others' opinions and educate on best practices. You have excellent communication skills, particularly written.

Your

impact
  • Turn fleet data into clear, defensible guidance that helps fleet managers and leaders make high-level decisions (e.g., utilization strategy, right-sizing opportunities, and cost tradeoffs).
  • Your primary focus is on delivering high quality reports, dashboards, and data insights to our customers that are accurate and performant.
  • You will work closely with our Data Team to implement solutions that surface data and insights via our data products, including our analytics platform.
  • You will take part in designing and engineering the future of data products at Fleetio.
  • You will collaborate closely with Product Managers, Designers, and other Engineers to consistently deliver high-quality software.
  • You will engage in collaborative design and architecture of features.
  • You will take part in planning, designing, and implementing solutions for our Reporting & Analytics web modules within Fleetio.
  • You will produce well-tested, maintainable, and performant code.
  • You will research and implement prototypes and spikes as necessary to validate assumptions and technical feasibility.
  • You will express your opinions to help drive development and planning processes.
  • You will thoroughly review your peers' code to ensure quality, maintain consistency, and share knowledge.
Your experience
  • 5+ years of experience with Ruby on Rails
  • Experience with React

    JS, Type Script
  • Experience working with data to craft thoughtful solutions to surface reports, analytics, and metrics
  • Experience writing and optimizing complex queries using SQL, CTEs, and Active Record/Arel
  • Firm understanding of object-oriented programming and relational databases, such as PostgreSQL
  • Expertise with data modeling and optimizing query performance
  • Solid experience solving challenging architecture problems with good design
  • Experience with unit testing frameworks
  • Excellent communication skills (particularly written)
  • Be sure to mention “coffee” in your application so we know you actually read this
Considered a plus
  • Experience leading small teams/projects
  • Familiarity with using and configuring user monitoring and analytics tooling
  • Project experience with Tailwind CSS
  • You know a thing or two about the…
Position Requirements
10+ Years work experience
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