Engineering Manager, Fleet Enablement

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: Our careers page: Description Fleetio is looking for an Engineering Manager with a focus on the Fleet Enablement area of our business. In this role, you’ll lead the Fleet Enablement team in delivering operational leverage for our customers by reducing time-on-task through automation and intelligent workflows. This includes building smart uploads, workflow automations, integration-driven use cases, and other initiatives that drive efficiency at scale. You will oversee the design, development, and delivery of high-quality solutions across our web and mobile platforms. You will influence the following areas: engineering leadership, technical strategy, code quality and performance, and mentorship. You will collaborate closely with fellow engineering leaders, product managers, designers, and other stakeholders to define requirements, prioritize features, and deliver high-quality releases. You will develop our engineering talent and grow their careers at Fleetio! If you are an engineering leader with strong technical expertise, excellent leadership skills, and a passion for delivering solutions that solve customers’ problems, we would love to connect with you! More About Our Engineering Team Watch our culture videos: Engineering culture, interview process and videos: Fleetio Go overview video: More about the Fleetio platform: API docs: developer.fleetio.com Test drive Fleetio to get an even better feel for what we're building: 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 strategic vision. While the team’s scope is being reworked slightly as part of the re-org, the core skill set for this role remains largely the same. You have a solid background in building SaaS applications (web and mobile), with proficiency in Ruby on Rails and React, and experience leveraging external or system-generated data to power customer-facing workflows. Your leadership experience includes successfully managing and inspiring high-performing engineering teams, driving innovation, and fostering a collaborative work culture. You exhibit strong problem-solving skills, adaptability to a fast-paced environment, and a commitment to delivering high-quality, user-centric solutions. This role is part of the Engineering Leadership team and will report to the Director of Engineering. Your impact Partner with product managers to drive outcomes in alignment with our business goals Contribute to building product roadmap grounded in clear bets and measurable outcomes Manage project and initiatives against delivery timelines to ensure timely delivery Lead the team to deliver quality solutions and outcomes for our customers and vendors Ensure a seamless, cohesive customer experience across web and mobile platforms Develop and mentor talent towards professional growth Effectively manage your team’s performance via regular 1-on-1’s, performance reviews and constructive feedback Work with Senior/Staff Engineers to enable you team to produce well-tested, maintainable, and performant code Foster a positive and productive work environment that boosts the engagement and morale of your team Review your teams' code as necessary to ensure quality, maintain consistency, and share knowledge Advocate for and mentor the team on engineering best practices and development patterns Partner with other engineering leaders to contribute to building a great engineering culture and practices Communicate timely updates and progress on initiatives to relevant stakeholders Recruit top engineering talent as needed for your team Your experience 2+ years of experience leading engineering teams as an Engineering Manager or as a Tech Lead Proven experience building React, Ruby-on-Rails applications (preferred) or similar frameworks Prior experience building SaaS solutions in an engineering capacity (as an engineer or as a technical lead) Prior experience engaging and building relationship with external vendors or business partners as necessary in an engineering capacity Strong track record of leading engineers to deliver roadmap initiatives and achieve outcomes Strong passion and track record of attracting, developing, and retaining engineers Exceptional written and verbal communication skills Be sure to mention "coffee" in your application, so we know you 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 View phone number on click.appcast.io.