Director of Engineering

SIMPRO•Miami, FL
•Onsite

About The Position

Simpro Group is seeking a Director of Engineering to lead the teams building the next generation of their AI-powered field service software. The company has launched Simpro Group Lightning, an AI intelligence layer that deploys autonomous agents across field service operations. Headquartered in Miami, Simpro Group has been transforming how trades and field service businesses operate since 2013, serving over 2,200 high-growth businesses. This role is a senior in-person leadership position based in Miami, responsible for the engineering organization of Simpro Group's product suite, embedding an AI-First engineering culture, and shaping the technical future of the company. The Director will report to executive leadership.

Requirements

  • Proven track record leading high-performing engineering teams at scale — you've built, grown, and developed engineering organisations, not just managed them
  • Genuine conviction about AI in engineering — you've moved teams beyond AI as a curiosity to AI as a core capability multiplier
  • Strategic technical depth — you can engage credibly with senior engineers on architecture without needing to be the smartest technologist in the room
  • Experience with SaaS product companies — you understand how engineering decisions compound into product and commercial outcomes
  • Comfort with complexity — you've navigated hybrid environments combining legacy systems and modern platforms, and you've made that transition well
  • Strong presence and communication — you lead in person, you build trust quickly, and you make hard decisions with clarity
  • Collaborative by default — you partner well with Product, Commercial, and the wider leadership team to create alignment, not just agreements
  • Travel to our various offices across the globe including Colombia, UK, Canada, and Australia — this is an on-site leadership role

Responsibilities

  • Build, mentor, and inspire high-performing engineering teams.
  • Drive a culture of ownership, craft, and continuous improvement from squad level to organizational level.
  • Develop engineering managers and create clear career pathways for individual contributors and leaders.
  • Champion the integration of AI into every layer of how we build — from developer tooling and CI/CD intelligence to the AI agents at the heart of Simpro Group Lightning.
  • Partner with Product and the C-suite to shape the technical roadmap.
  • Balance velocity on new capabilities with architectural health across a hybrid legacy and modern stack.
  • Translate business goals into clear engineering priorities.
  • Oversee the continued migration from AWS EC2 monolith toward AWS EKS microservices.
  • Make architectural decisions that protect reliability and security while enabling rapid innovation and scale.
  • Own engineering velocity, quality, and predictability.
  • Build the processes and metrics that let teams move fast without creating technical debt.
  • Hold the bar on engineering standards without becoming a bottleneck.
  • Attract and retain exceptional engineering talent across the globe.
  • Be the reason great engineers want to stay.

Benefits

  • Best-of-class onboarding program
  • Supportive team environments
  • Opportunities to develop your career
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