---
title: 'Engineering Manager, Payments at Fleetio'
canonical: 'https://feeny.ai/job/engineering-manager-payments-fleetio-united-states-canada-mexico-fbv2vnkyh06e'
type: 'job'
last_seen: '2026-09-10'
---

# Engineering Manager, Payments at Fleetio

- **Company:** Fleetio
- **Location:** United States / Canada / Mexico
- **Work type:** remote
- **Posted:** 2026-07-30
- **Last confirmed live:** 2026-09-10
- **Apply:** https://job-boards.greenhouse.io/fleetio/jobs/5200077007

## 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 looking for an Engineering Manager to lead our Payments engineering team. In this role, you’ll guide a team responsible for building and maintaining complex, high-stakes payment systems that support Fleetio’s customers and business operations.

You’ll partner closely with Product, Engineering, and cross-functional stakeholders to deliver reliable, well-tested, and maintainable solutions in a domain where accuracy, systems thinking, and attention to detail are critical. You’ll also coach and develop engineers, support technical decision-making, and help the team balance delivery speed with engineering quality.

If you are an engineering leader with strong technical expertise, excellent leadership skills, and experience leading teams in payments, billing, subscription platforms, fintech, or similarly high-accountability domains, we would love to connect with you.

More About Our Engineering Team

- 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 possesses a blend of technical expertise, leadership skills, business acumen, and strong systems thinking. You have experience leading SaaS web application engineering teams and are comfortable operating in complex, financially oriented systems where quality, reliability, and maintainability matter.

You have meaningful experience with payments, billing, subscription platforms, fintech, or similar high-stakes product areas. Experience with tools or platforms such as Stripe, Recurly, Chargify, or similar payment processing or billing systems is strongly desired. Ruby on Rails experience is strongly preferred, and React or comparable web application framework experience is helpful.

Your leadership experience includes successfully managing and inspiring engineering teams, developing talent, driving roadmap outcomes, and fostering a collaborative, accountable engineering culture. You communicate clearly, reason well through tradeoffs, and help teams deliver high-quality outcomes without losing sight of customer and business impact.

## Your impact

- Lead the Payments engineering team in delivering reliable, high-quality web application experiences.
- Partner with Product and Engineering leadership to prioritize roadmap work tied to payments, billing, and related customer/business outcomes.
- Guide the team through complex technical tradeoffs involving reliability, maintainability, risk, and delivery speed.
- Develop and mentor engineers through regular 1:1s, feedback, coaching, and performance conversations.
- Work with senior technical leaders to ensure the team produces well-tested, maintainable, and performant code.
- Help the team navigate existing system complexity and identify opportunities to improve reliability and scalability.
- Communicate progress, risks, tradeoffs, and decisions clearly to relevant stakeholders.
- Recruit and hire strong engineering talent as the team scales.
- Foster a positive, accountable, and high-quality engineering culture.

## Your experience

- 2–3+ years of experience leading engineering teams as an Engineering Manager or technical people leader.
- Experience managing web application engineering teams in a SaaS environment.
- Experience working in payments, billing, financial systems, fintech, subscription platforms, or similarly complex/high-stakes domains.
- Experience with payment processing or billing platforms such as Stripe, Recurly, Chargify, or similar.
- Experience with Ruby on Rails strongly preferred; React or comparable web application frameworks also helpful.
- Track record of leading teams through delivery of roadmap initiatives and measurable outcomes.
- Strong judgment around technical quality, risk, system complexity, and customer/business impact.
- Strong passion and track record for attracting, developing, and retaining engineering talent.
- Excellent written and verbal communication skills.

## 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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