VP, Engineering

Summary

Join Fleetio as the innovative and experienced VP of Engineering to lead and scale our growing engineering organization. As a key member of the executive leadership team, you will shape technical strategy, foster a culture of excellence, and ensure delivery of customer-focused solutions. You will provide strategic direction to engineering teams across Product, Platform, Mobile, and Quality Engineering, championing an inclusive and high-performing culture, and driving the evolution of our SaaS platform. This is a remote opportunity open to candidates in the United States. The ideal candidate possesses leadership skills, technical expertise, business acumen, and strategic vision with a proven background in building products and driving innovation in a SaaS environment. This role reports directly to the CTO.

Requirements

• Proven experience in leading and scaling high-performing engineering organizations (ideally 5+ years in executive or senior engineering leadership roles at high-growth SaaS companies and leading engineering teams larger than 50 people)
• Track record of overseeing multiple engineering teams and director+ leaders across different engineering disciplines
• Deep knowledge of modern SaaS products
• Ability to define and articulate a technical and organizational vision, then build consensus to deliver against it
• Passion for coaching, mentoring, and growing engineering talent at all levels
• Strong business acumen and ability to partner cross-functionally at the executive level
• Experience empowering technical leaders and building an outstanding and inclusive engineering culture
• Excellent communication, collaboration, and stakeholder management skills

Responsibilities

• Develop and execute the engineering vision and strategy in alignment with Fleetio's company objectives and product roadmap
• Lead, inspire, and grow a distributed engineering organization spanning Product, Mobile, Quality, and Platform teams
• Foster a culture of high performance, innovation, continuous improvement, and psychological safety within engineering
• Partner closely with Product, Design, and other business leaders to define product roadmaps, prioritize initiatives, and deliver scalable, high-quality solutions
• Champion technical excellence, code quality, and engineering best practices to ensure reliable, secure, and performant systems
• Own headcount planning, organizational design, and talent development to support rapid growth and business needs
• Represent Fleetio as a technology thought leader internally and externally, including at industry events and conferences
• Oversee budgets, vendor relationships, and compliance initiatives for engineering domains

Benefits

• Multiple health/dental coverage options
• Vision insurance
• Incentive stock options
• 401(k) match of 4%
• PTO - 4 weeks
• 12 company holidays + 2 floating holidays
• Parental leave- birthing parent (16 weeks paid) non-birthing (4 weeks)
• 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
• Monthly catered lunches
• Fully stocked kitchen with tons of drinks & snacks
• Remote working friendly since 2012 #LI-REMOTE