Remote
US
$191K–$267K
⚖️Legal & Compliance
Early Access — Help us improve! Share your feedback.
We use cookies to improve your experience and measure how our site is used. Learn more.
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!
Fleetio's Engineering organization is looking for a Senior Technical Project Manager to be the founding project management hire supporting our most strategic technical delivery work. This is a day-zero role: the position does not exist today, and you will be the one to define how world-class project management operates inside our product and engineering organization.
Your primary focus will be supporting our Solutions Engineering capability — a new team that delivers custom technical solutions, integrations, and statements of work for our largest enterprise accounts and most strategic deals. This work is central to Fleetio's growth strategy: landing our biggest prospects and retaining the customers most important to our business. You will secondarily support our Platform Engineering organization, bringing the same delivery rigor to complex, cross-functional infrastructure and platform initiatives.
Your mandate is project management excellence, executed at a senior level: driving accountability, setting and tracking milestones, managing dependencies, maintaining clear communication plans, and ensuring the projects you run land on time. You will bring your own proven playbook — along with the trust and autonomy to implement it from day one.
If you are an experienced technical project manager who is energized by building from scratch, comfortable operating scrappy while you stand up better systems, and motivated by delivering visible impact for major customers, we would love to connect with you!
This is a remote opportunity and is open to candidates located in the United States, Canada, or Mexico.
You are a seasoned technical project manager with a bias for action and an intrinsic motivation to build — even when the environment isn't perfect yet. You have deep experience delivering in enterprise software organizations, and you pair that with the flexibility and growth mindset to thrive where processes and tooling are still being defined. You run your own discovery, identify what a project needs to succeed, and put it in place.
You are credible in highly technical rooms. Your strength is facilitation: you lead trade-off conversations between engineers and customers, manage technical dependencies with confidence, and translate technical constraints into clear business communication for executives. You build trust quickly across a broad stakeholder base — from individual engineers to executive leadership — and you have a track record of delivering multiple concurrent projects on time, delighting customers along the way.
This role reports to the VP of Engineering.
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.
Health Insurance
Dental Insurance
Vision Insurance
Flexible Spending Account (FSA)
Health Savings Account (HSA)
Disability Insurance
Life Insurance
Wellness Programs
Employee Assistance Program
401(k) / Retirement Plan
401(k) Match
Stock Options
Performance Bonus
PTO / Vacation
Paid Holidays
Bereavement Leave
Company Equipment
Parental Leave
Learning & Development Budget
Defined Career Pathways
Team Events & Social Budget
Paid Trial
Free Snacks & Drinks
Fleetio's job board labels roles three ways: "Remote - USA, CAN, MEX" on most engineering and product roles, "Remote - USA" on marketing, sales and business operations roles, and plain "Remote" on a couple of others. A Software Engineer posting states it directly: "This is a remote opportunity open to candidates in the United States, Canada, or Mexico." Fleetio publishes no EMEA, APAC or work-from-anywhere language, so the widest stated zone is North America. Fleetio works remotely by default, and one posting frames the Birmingham HQ as an alternative rather than a requirement: you can work "remotely from anywhere in the U.S. or from our HQ in Birmingham, AL."
Four stages, published on the engineering page. First a one-hour lead interview with the Lead Software Engineer and/or hiring manager. Then a small coding project that Fleetio pays you for: "We value your time and commitment to the project, so we will pay you for it!" Then a two-hour team interview with several engineers, covering a walkthrough of your project plus technical and team-fit discussion. Finally a conversation with the CTO, then an offer. Read postings closely: some ask you to "mention coffee in your application so we know you actually read this." Fleetio has not published an equivalent process for non-engineering roles.
The wellbeing fund is the distinctive one: $150 every quarter to spend on whatever supports your wellbeing. Time off runs to four weeks of PTO, increasing at year two, plus 12 company holidays and 2 floating holidays. Health and dental premiums are covered at 100% for the employee and 50% for family. Fleetio also sets aside community service funds for team members, which it lists alongside its benefits rather than as a separate volunteering program.
No. No open Fleetio posting carries a compensation range, including US-remote roles, and no pay-transparency or pay-equity statement appears on the careers, culture or engineering pages. The comp signals Fleetio does publish are non-numeric: incentive stock options for all team members, and commission language on sales roles such as "uncapped earning potential."
It does not say. There is no published core-hours policy, meeting policy, timezone-overlap requirement, documentation-first statement or employee handbook anywhere on the careers, culture or engineering pages. The closest thing to a stated norm is the Work-Life Balance tenet, which is about focusing intensely to get things done at work and then leaving work behind. Working norms are worth asking about per team, since they are not set company-wide in public.
One perk does. The stocked kitchen with drinks and snacks is marked "BHM only," and Fleetio states no remote equivalent for it. Birmingham is also where the company's civic presence sits, including sponsorship of area tech events. No other office is disclosed, and every open role is labeled remote.
