Director of Engineering, Leverage
RemoteUnited States
Job Summary
Lead the Leverage Engineering Pod's strategy and execution across three Squads: Foundations, Builder Experience, and Solutions Engineering. Drive the shift from AI-assisted to agentic development, modernize the Product Development Lifecycle, and manage agency partners to accelerate roadmap commitments. Own the Pod's vision, roadmap, investment case, and budget for tooling and agency spend while ensuring contracted work lands as first-class Fleetio code. Hire, develop, and retain engineering managers and senior individual contributors, and partner with the VP of Engineering and CTO on cross-team vision. Protect the Pod's charter to multiply delivery capacity rather than becoming a catch-all for unowned work.
Required Qualifications
- 3+ years leading engineering organizations as a Director or Senior Engineering Manager, including managing managers
- You've led engineering through real scale, growing teams while a business expanded from roughly $100M to $300M in revenue, and you know what has to change in people, process, and architecture along the way
- You've led a platform, foundations, or developer-productivity organization whose customers were other engineering teams, and you can show how you measured and grew its impact
- You've delivered meaningful work through outside partners: selecting agencies or outsourced teams, managing statements of work, and keeping quality and ownership clean through handoff
- You use AI development tools daily and have changed how a team builds software with them
- A track record of attracting, developing, and retaining strong engineers and future leaders
- Exceptional written and verbal communication: you can make an investment case to executives and a technical case to Staff engineers
- Be sure to mention 'coffee' in your application so we know you read this
Desired Qualifications
- Considered a plus
- Experience building applications with Ruby on Rails and React
- Experience standing up a professional services, field engineering, or partner delivery function inside a product company
- Experience treating an internal platform as a product: adoption metrics, internal customer discovery, deprecation management
- Familiarity with native mobile development (we ship iOS and Android apps supported by a cross-cutting Mobile chapter)
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