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Senior Software Engineer, Core

Remote - USA, CAN, MEX

Description

Fleetio is looking for a self-driven and impact-oriented Senior Software Engineer to join our Core Squad. Core is responsible for building the mission-critical systems and frameworks that power solutions across our product verticals. This role is ideal for someone who thrives on collaborating in an async environment, building and scaling backend systems, and leading projects from design through launch. You’ll work closely with product managers, designers, and engineers to deliver features quickly, shape scalable and maintainable architecture, and ensure the reliability of systems our customers depend on every day.

A little about us… Fleetio is a modern software platform that helps thousands of organizations around the world 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 Series D 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

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

Who You Are

You’re an experienced Ruby on Rails engineer with a strong grasp of architecture, design patterns, and scalable systems. You thrive on shipping and iterating quickly in a highly async environment, communicating clearly to move fast and learn along the way. While comfortable with React and TypeScript, you’re most energized by backend and full stack challenges. You bring initiative, hunger for impact, and help your team grow through mentorship and collaboration.

Your Impact

  • Design and evolve mission-critical backend systems and frameworks that power features across Fleetio’s product verticals.
  • Collaborate with Product Managers, Designers, and Engineers in a highly async environment to consistently deliver high-quality software.
  • Build systems that are scalable, observable, and well documented, setting patterns and communicating best practices for the broader engineering org.
  • Mentor and support engineers through code reviews, async discussions, and technical guidance, raising the bar for engineering quality.
  • You will take part in planning, designing, and implementing solutions for our Core framework products.
  • Lead the design and architecture of new frameworks, ensuring reliability, maintainability, and long-term scalability.
  • You will engage in collaborative design and architecture of features.
  • 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, with deep expertise in backend architecture and design patterns.
  • Experience with React and TypeScript, capable of contributing to full stack solutions.
  • Proven ability to ship and iterate quickly, moving fast while maintaining high technical quality.
  • Strong understanding of object-oriented programming and relational databases (PostgreSQL preferred).
  • Experience designing scalable, observable, and well-documented systems.
  • Clear, intentional communication skills with a track record of thriving in a highly async environment.
  • Experience with unit testing frameworks
  • Be sure to mention "coffee" in your application, so we know you read this

Considered a plus

  • Experience with ElasticSearch or similar search index frameworks.
  • A history of knowledge sharing through presentations, documentation, or workshops within your engineering team, domain, or organization.
  • Experience with APM, observability, and analytics tooling (e.g., Datadog, Heap, Metabase).
  • You know a thing or two about the Fleet management industry

Benefits

  • Multiple health/dental coverage options
  • Vision insurance
  • Incentive stock options
  • 401(k) match of 4%
  • PTO - 4 weeks
  • 12 company holidays + 2 floating holidays
  • Parental leave- birthing parent (12 weeks paid) non-birthing (4 weeks)
  • 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
  • Monthly catered lunches
  • Fully stocked kitchen with tons of drinks & snacks
  • 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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