Senior Solutions Engineer

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.

About the role

This role sits within Solutions Engineering, focused on delivering scoped, funded commitments that win and keep our largest accounts — shipped as a durable Fleetio product that can be supported like the rest of the platform. If you’re excited by high-impact, high-visibility engineering work: this team turns key-account commitments into a real, shippable product so Fleetio 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 Fleetio.

Responsibilities

• Ship high-leverage product improvements that unblock strategic deals and expand what Fleetio can confidently commit to for key accounts.
• Collaborate with Sales and Customer Success to understand constraints, timelines, and customer workflows; then, turn those needs into clear requirements and implementation plans.
• Build solutions that meet Fleetio’s product and engineering standards (testing, observability, maintainability, documentation).
• Partner with Product, Design, and Engineering peers to make pragmatic scope decisions and deliver iteratively.
• Communicate proactively and clearly about tradeoffs, risks, and timelines.

Requirements

• 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

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