Senior Software Engineer at Fleetio - Remote US/CA/MX — Columbus
Traveler-Friendly Insight
Remote-First Since 2012: Fleetio has been remote-friendly for over a decade, which typically signals a mature async culture with documented processes and minimal micromanagement — a strong positive for location-independent workers.
Timezone Constraints: The role is open to the US, Canada, and Mexico, implying an overlap expectation with North American business hours (primarily US Central/Eastern). If you're nomading outside these timezones — say, Southeast Asia or Europe — you may face friction with synchronous standups or cross-functional collaboration. The written communication emphasis is a mild async signal, but this is not a fully timezone-agnostic role.
Visa Considerations:
- Mexico: Mexico's Temporary Resident Visa ("residente temporal") or simply working on a tourist permit (up to 180 days) are popular options. Medellín-like cost structures apply in cities like Oaxaca or Mexico City.
- Canada: Canadian citizens/PRs are directly eligible. US citizens can use the TN visa under USMCA for software engineers.
- US: Standard W-2 employment; no visa concerns for US citizens/green card holders.
Nomad-Friendly Perks: The $125 quarterly business expense stipend and Mac laptop + equipment stipend are practical for remote setups. The $150 quarterly wellbeing fund could offset coworking costs. No explicit coworking allowance is mentioned, however.
No salary is posted, but Series D SaaS senior engineers in the US typically earn $160K–$210K annually — strong purchasing power in Medellín or Mexico City where cost of living runs 50–70% lower than US metros.
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=YoXyXTFWbkg
- Our careers page: https://www.fleetio.com/careers
Fleetio is looking for a product-minded and team-oriented Senior Software Engineer who is committed to consistently delivering quality software to join our rapidly scaling Marketplace Engineering Team.
Fleetio's Marketplace is a comprehensive platform that facilitates our customers to easily find and purchase a wide range of products and services essential to their fleet operations. Our shop integrations allow our customers to efficiently manage external maintenance activities and get insight into service data. Our Maintenance Shop Network solution helps Fleet Managers to efficiently manage service work and provide simple, hassle-free ways to make payments. We also help vendors keep shop details current and monitor received payments from Fleetio customer transactions all in one place. Learn more about how our shop integrations work here.
In this role on the Marketplace Team you will be responsible for writing maintainable code while implementing new features with an emphasis on connecting customers to maintenance shops, facilitating service, approvals, transactions, billing, and data entry for fleets.
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
Our ideal candidate has a passion for and experience collaborating with others and solving business problems with good design, delightful UX, and scalable architecture. You are detail-oriented, proactive, and thrive in a fast-paced environment where you can make a significant impact. You have extensive experience planning, designing, and building marketplace solutions with cross-functional partners such as Product Managers, Designers, and Quality Engineers. Your ability to communicate effectively and collaborate with others is key to your success. This role is part of the Engineering department, and you will report to the Web Engineering Manager.
Your Impact
- You will take part in planning, designing, and implementing features to build out our Marketplace offering — helping fleets and shops schedule, complete, and pay for service on the fleet's vehicles and equipment.
- 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 deliver well-tested, maintainable, and performant code.
- You will research, implement prototypes, and spikes as necessary to validate assumptions and technical feasibility.
- You will possess a strong voice in the development and planning processes.
- You will thoroughly review your peers' code to ensure quality, consistency, and to share knowledge.
Your Experience
- 10+ years experience as a software engineer
- 3+ years experience with Ruby on Rails
- 2+ years experience with ReactJS, TypeScript
- Firm understanding of object-oriented programming and relational databases such as PostgreSQL
- Expertise with consuming and integrating with external systems, APIs, and/or webhooks
- Expertise with data modeling and optimizing query performance
- Solid experience solving challenging architectural 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
- Previous experience with Marketplace development
- Experience leading small teams/projects
- Previous experience building products that utilize LLMs to analyze user data
- You know a thing or two about the Fleet management industry
- Previous experience building APIs for consumer/mobile app consumption
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 (Birmingham, AL 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.
Frequently Asked Questions
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