[Hiring] Staff Software Engineer, Leverage @Fleetio

Role Description

Fleetio is seeking a Staff Software Engineer to be the founding engineer on our new Leverage team. The Leverage team's mandate is to make every person at Fleetio more productive by building the knowledge infrastructure that connects our internal data to the AI tools employees already use every day. This is not a blank slate; Fleetio engineers are already using AI tools daily, and an organic ecosystem of shared skills and integrations has emerged across the engineering org.

• Build on existing momentum, adding enterprise capabilities needed to scale.
• Design and build the context layer that connects Fleetio's distributed knowledge to AI tools.
• Work directly with the Leverage team lead to define the technical direction.
• This is a remote opportunity open to candidates in the United States, Canada, or Mexico.

Qualifications

• 5+ years of professional experience building production software.
• Strong integration engineering skills.
• Experience with protocol-based architectures, SDKs, CLI tooling, or developer platform design.
• Full-stack capabilities.
• Experience with identity and access management.
• Experience building and consuming APIs.
• Solid experience solving challenging architecture problems.
• Experience with unit testing frameworks and CI/CD pipelines.
• Excellent communication skills, particularly written.

Requirements

• Comfort working across dozens of APIs, authentication schemes, data formats, and rate limits.
• Ability to operate in ambiguous, cross-functional spaces.
• Strong opinions about developer productivity and clear communication with both engineers and non-technical stakeholders.
• Product-minded and team-oriented.
• Be sure to mention "coffee" in your application.

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.