Senior Forward Deployed Engineer

Fleetio; United States; Remote; USD 120,000 - 180,000; Full time

Benefits offered by this job

Health insurance

401(k) matching

PTO 4 weeks

Stock options

Remote-friendly since 2012

Job summary

Fleetio is seeking a Forward Deployed Engineer to land key accounts by translating high-stakes needs into durable product work, in collaboration with Sales and Customer Success. You will help ship high-impact software that supports strategic deals and long-term customer success across a remote, async team.

The role emphasizes ownership from discovery to delivery, maintainability, and high-quality production code, with a focus on collaboration with go-to-market stakeholders and delivering value

Qualifications

• 5+ years of experience with Ruby on Rails.
• 2+ years with React.
• Strong experience building and shipping production web applications with a focus on quality and maintainability.
• Experience collaborating with non-technical stakeholders, translating needs into technical plans, and managing expectations.
• Ability to decompose complex requests into milestones and deliver incrementally.
• Strong written communication and comfort working in a remote, async-friendly environment.

Responsibilities

• Ship high-leverage product improvements that unblock strategic deals and expand what the company can confidently commit to for key accounts.
• Partner closely with Sales and Customer Success to understand constraints, timelines, and customer workflows; then, turn those needs into clear requirements and implementation plans.
• Drive work end-to-end: clarify the problem, align stakeholders, deliver iteratively, and ensure what you ship is production-ready and supportable.
• Partner with Product, Design, and Engineering peers to make pragmatic scope decisions and deliver iteratively.
• Build solutions that meet the company's product and engineering standards: testing, observability, maintainability, documented
• Communicate proactively and clearly about tradeoffs, risks, and timelines.

Skills

Ruby on Rails

React

Production web apps

Stakeholder collaboration

Remote/async friendly

Job description

A little about us…the company 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. the company is also a proud founding member of the Rails Foundation!

More about our team and company:

• the company overview video: https://www.youtube.com/watch?v=YoXyXTFWbkg
• Our careers page: https://www.the company.com/careers

DescriptionAs a Forward Deployed Engineer you'll help us land key accounts by working closely with Sales and Customer Success to translate urgent, high-stakes needs into high-quality product work — shipped as durable the company product that can be supported like the rest of the platform.

If you're excited by high-impact, high-visibility engineering work this could be a great fit. This team turns key account commitments into real, shippable products so the company can win strategic deals and support those customers long-term. The engineers in this role will directly influence outcomes for key accounts and help close some of the largest deals at the company.

More About Our Team and Company

• Watch our culture videos: https://fleet.io/culture
• Engineering culture, interview process and videos: https://www.the company.com/careers/engineering
• the company Go overview video: https://www.the company.com/go
• More about the the company platform: https://www.the company.com/features
• API docs: developer.the company.com
• Test drive the company to get an even better feel for what we're building: https://www.the company.com/register

This is a remote opportunity and is open to candidates in the United States, Canada, or Mexico.

Who you are

You’re a product-minded, delivery-oriented engineer who can operate in high-trust environments. You can take ambiguous problems and turn them into clear plans and high-quality shipped software. You’re comfortable collaborating directly with Sales and Customer Success partners to translate customer and deal context into product capabilities. This work includes quick discovery, rapid scoping, and clear communication about tradeoffs and timelines.

You’re independently successful: you take ownership from start to finish, stay tenacious through ambiguity, and consistently find a way to deliver.

You care about maintainability and operational excellence.

Your impact

• Ship high-leverage product improvements that unblock strategic deals and expand what the company can confidently commit to for key accounts.
• Partner closely with Sales and Customer Success to understand constraints, timelines, and customer workflows; then, turn those needs into clear requirements and implementation plans.
• Drive work end-to-end: clarify the problem, align stakeholders, deliver iteratively, and ensure what you ship is production-ready and supportable.
• Partner with Product, Design, and Engineering peers to make pragmatic scope decisions and deliver iteratively.
• Build solutions that meet the company's product and engineering standards: testing, observability, maintainability, documented
• Communicate proactively and clearly about tradeoffs, risks, and timelines.

Your experience

• 5+ years of experience with Ruby on Rails
• 2+ years with React
• Strong experience building and shipping production web applications with a focus on quality and maintainability.
• Experience collaborating with non-technical stakeholders, translating needs into technical plans, and managing expectations.
• Ability to decompose complex requests into milestones and deliver incrementally.
• Strong written communication and comfort working in a remote, async-friendly environment.

Nice to have

• Experience working on a large-scale Ruby on Rails application.
• Experience working on customer-facing platform/product capabilities that support enterprise accounts.
• Experience partnering with go-to-market teams (Sales, Customer Success) on delivery of time-sensitive commitments.

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

the company 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 the company 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 [phone].