---
title: 'Senior Software Engineer, Developer Enablement at Fleetio'
canonical: 'https://feeny.ai/job/senior-software-engineer-developer-enablement-fleetio-united-states-canada-9tnvtyx4m08j'
type: 'job'
last_seen: '2026-11-05'
---

# Senior Software Engineer, Developer Enablement at Fleetio

- **Company:** Fleetio
- **Location:** United States / Canada / Mexico
- **Work type:** remote
- **Posted:** 2026-11-02
- **Last confirmed live:** 2026-11-05
- **Apply:** https://job-boards.greenhouse.io/fleetio/jobs/5282141007

## 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](https://rubyonrails.org/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

Description

Fleetio is seeking an experienced Senior Software Engineer to join our Developer Enablement team. The Developer Enablement team owns Fleetio’s public API, webhooks, Developer Portal, and the tools that let customers and partners build on Fleetio. You will be a key player in making our API reliable, well-documented, and easy to build on, so that customers and integration partners can connect, extend, and automate Fleetio on their own.

If you are passionate about leveraging technology to drive meaningful impact, excel in problem-solving, and possess a keen eye for developer experience, we encourage you to apply and join us in shaping the future of fleet management software.

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](https://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 backend development and API design, with a proven track record of delivering high-quality software solutions. You are passionate about building APIs and developer tools with clean, consistent design and scalable architecture. You should be an effective communicator and be comfortable working in an asynchronous environment with your team. You are product-minded and team-oriented, willing to hear others' opinions and educate on best practices.

## Your Impact

- You will collaborate closely with Product Managers, Designers, and other Engineers to consistently deliver high-quality software.
- You will take part in planning, designing, and implementing improvements to Fleetio’s public API, webhooks, and Developer Portal.
- You will engage in collaborative design and architecture of features.
- You will deliver well-tested, maintainable, and performant code.
- You will research and implement prototypes and spikes as necessary to validate assumptions and technical feasibility.
- You will possess a strong voice in development and planning processes.
- You will thoroughly review your peers’ code to ensure quality and consistency and to share knowledge.
- You will set and uphold API standards, and guide engineers across Fleetio as they design and review changes to our public API.
- You will improve the experience of developers who build on Fleetio through clear documentation, examples, sandbox environments, and tooling.
- You will help prepare our API for AI-driven use, so that AI assistants and agents can work with Fleetio data safely.
- You will help customers and integration partners succeed with our API, and take part in the team’s on-call rotation to keep our API, webhooks, and integrations reliable.

## Your Experience

- 5+ years experience with Ruby on Rails
- 2+ years experience with ReactJS, Typescript
- Varied experience building full-stack web-based systems and features
- Experience designing, building, and maintaining public REST APIs, including authentication (such as OAuth), versioning, rate limiting, and documentation (such as OpenAPI)
- Experience with webhooks, event-driven systems, or third-party integrations
- Previous experience working closely with a product team to architect solutions
- Strong attention to detail in API design, consistency, and documentation
- Excellent written and verbal communication skills
- Experienced writing unit, integration, and API tests
- Experience with developer portals, SDKs, or AI tooling is a plus
- Be sure to mention “coffee” in your application so we know you actually read this

## 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.

## About Fleetio

## Company Overview
- **One-liner**: Fleetio provides a comprehensive fleet management software platform that helps organizations track, analyze, and improve their vehicle maintenance, compliance, and operational spend.
- **Entity Type**: Private (Series D, 2025)
- **Headquarters**: Birmingham, Alabama, United States
- **Founded**: 2012
- **Founders**: Tony Summerville (Founder & Executive Chairman)

## Core Business
- **Primary industry**: Fleet management software / SaaS for vehicle and equipment operations
- **Target customers**: B2B – any organization with a fleet, including construction, government, trucking & freight, service providers, and small to large enterprises (fleets of 10 to thousands of vehicles)
- **Mission**: "Make it easy to manage a fleet so organizations can spend more time focusing on their own mission."

## Products & Services
- **[Fleetio Platform](https://www.fleetio.com/)**: A cloud-based SaaS platform for managing vehicle maintenance, compliance, fuel, drivers, parts, and equipment. Features include automated maintenance scheduling, AI-powered service assessments (AI Service Advisor), telematics integrations, smart document uploads, cost controls, and real-time reporting. Integrates with a network of 80,000+ repair shops for outsourced maintenance approvals.
- **[Auto Integrate](https://www.linkedin.com/company/fleetio/life)** (acquired 2025): Adds capabilities for automated vehicle inspection and data capture.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed
- **Key Metric**: Total Funding of **$620.1M** (as of April 2025) and estimated annual revenue of **$16M** (LinkedIn estimate, 2025)
- **Notable Investors/Partners**: Goldman Sachs Alternatives (lead in Series D), Elephant (lead in Series B, C, and co-lead in Series D), Samsara (ISV Partner of the Year 2024)
- **Growth Signals**: 
  - Headcount grew **28.9% YoY** to 377 employees (2025)
  - Raised **$450M Series D** in April 2025
  - Acquired **Auto Integrate** in March 2025
  - Recognized as **Fast Company Most Innovative Companies** (2025), **IoT Breakthrough Fleet Platform of the Year** (2025), and **Forbes Best Fleet Management Software** (2023-2024)
  - Over **1,000,000 fleet assets** powered by the platform

## Competitive Advantages
- **Comprehensive all-in-one platform**: Combines maintenance, compliance, fuel, driver, and spend management in a single system, reducing complexity for fleet operators.
- **AI-powered intelligence**: AI Service Advisor evaluates repair orders, flags exceptions, and automates approval workflows, turning raw data into actionable insights.
- **Large partner network**: Integration with 80,000+ repair shops and telematics providers (e.g., Samsara) creates a strong ecosystem moat.
- **High customer satisfaction**: 4.8/5 rating based on over 1,000 reviews on G2 and Capterra.
- **Remote-first culture since founding**: Attracts top talent across the US, Canada, and Mexico.

## Strategic Focus
- **Expanding AI capabilities**: Embedding practical intelligence into workflows to help fleet managers make faster, data-driven decisions.
- **Scaling to larger enterprises**: Series D investment and hiring for public sector and enterprise account executives signal a push into government and large commercial fleets.
- **Geographic growth**: Already serving customers in 100+ countries, with plans to deepen presence through acquisitions (Auto Integrate) and new market segments.

## Why Work Here
- **Remote-friendly**: Fully remote positions available across the US, Canada, and Mexico, with a central HQ in Birmingham for optional collaboration.
- **Culture & values**: Emphasizes ownership, intelligence, intensity, and integrity. Recognized as one of Birmingham Business Journal's Best Places to Work for five consecutive years.
- **Perks & benefits**: 401k match up to 4%, comprehensive health & wellness plans, four weeks PTO + 12 company holidays + 2 floating holidays, parental leave for all parents, stock options for all employees, and an annual professional development allowance.
- **Engineering culture**: Built on Ruby on Rails; Fleetio is a founding member of The Rails Foundation. Teams work on AI, integrations, and scalable infrastructure.
- **Growth opportunities**: Fast-growing company (28.9% headcount growth YoY) with a clear path for career advancement and exposure to cutting-edge fleet technology.

## Sources
1. [fleetio.com - About page](https://www.fleetio.com/about)
2. [fleetio.com - Careers page](https://www.fleetio.com/careers)
3. [fleetio.com - Homepage](https://www.fleetio.com/)
4. [Greenhouse - Fleetio jobs](https://job-boards.greenhouse.io/fleetio/jobs/5149262007)
5. [LinkedIn - Fleetio Life](https://www.linkedin.com/company/fleetio/life)

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