# Director of Engineering, Leverage

**Company:** [Fleetio](https://hotfix.jobs/companies/fleetio)
**Location:** Remote
**Role:** Engineering Management
**Experience:** 7+ years
**Skills:** Ruby on Rails, React, ai-assisted development, agentic development, Platform Engineering, developer productivity, Ruby, JavaScript
**Posted:** 2026-07-15

> Lead the Leverage Engineering Pod to multiply delivery capacity across Product & Engineering via three squads: Foundations, Builder Experience (AI/agentic focus), and Solutions Engineering (agency partners). Set leverage strategy, drive adoption and modernization, manage partners, and report to VP of Engineering. Requires 3+ years as Director/Sr EM (with managing managers), platform/dev productivity leadership, AI tool fluency, and partner delivery experience.

## Job Description

## Your impact
- Own the strategy and outcomes for a portfolio spanning shared frameworks, developer tooling, and partner delivery; define what good looks like for each Squad and hold that bar
- Make the rest of Product & Engineering measurably faster: drive adoption of shared frameworks and services, retire duplicated effort across Pods, and prove the multiplier effect with data
- Stand up our Solutions Engineering Squad: accelerate the roadmap commitments that win and retain key accounts by building the agency bench, owning contracting and statement-of-work oversight alongside our commercial teams, and running the handoff protocol that turns contracted work into owned, maintained product
- Modernize our Product Development Lifecycle through Engineering: pursue step changes in how we deliver software, leading the shift from AI-assisted to agentic development on your own Squads first and as a model for the rest of engineering
- Run a disciplined intake: this Pod exists to multiply the organization, and you will protect its charter rather than let it become a catch-all for unowned work
- Hire, develop, and retain engineering managers and senior individual contributors; own performance, succession, and engagement across the Pod
- Partner with the VP of Engineering and CTO on vision, with our Platform Engineering Pod on the seam between infrastructure and application frameworks, and with our Design System team on the front-end foundation
- Own the Pod's budget across tooling and agency spend, and be accountable for the throughput it buys

## Your experience
- 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

## 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)

## 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

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