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Senior Software Engineer, Strategic Reporting & Tools

Fleetio

Remote - USA, CAN, MEX (Remote) Remote permanent

Posted: February 23, 2026

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Quick Summary

We're looking for a skilled Software Engineer to join our team. The ideal candidate should have experience in strategic reporting and tools, with a strong background in computer science and data analysis.

Job Description

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!

More about our team and company:

• Fleetio overview video: https://www.youtube.com/watch?v=IlvIbwZT3oU

• Our careers page: https://www.fleetio.com/careers

Description

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.

More About Our Team and Company

• Watch our culture videos: https://fleet.io/culture

• Engineering culture, interview process, and videos: https://www.fleetio.com/careers/engineering

• 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 to get an even better feel for what we're building: https://www.fleetio.com/register

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 (ThoughtSpot, 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 ReactJS, TypeScript

• Experience working with data to craft thoughtful solutions to surface reports, analytics, and metrics

• Experience writing and optimizing complex queries using SQL, CTEs, and ActiveRecord/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 TailwindCSS

• You know a thing or two about the Fleet management industry

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 #LI-REMOTE

Fleetio provides equal employment opportunities to all employees and applicants and prohibits discrimination and harassment. We celebrate diversity and are committed to creating an inclusive environment for all. All employment is decided on the basis of qualifications, merit and business need.

This application is not intended to and does not create a contract or offer of employment. Employment with Fleetio is at will.

If you have a disability or a special need that requires an accommodation to fill out the online application, please let us know by calling (205) 718-7500.

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