Director of Engineering

Simpro•Miami, FL

13d•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. This is a senior leadership position based in Miami, responsible for the engineering organization across Simpro Group's product suite, from legacy systems to microservices and mobile applications. The role involves embedding an AI-First engineering culture, shaping the technical future of the company, and reporting to executive leadership. Simpro Group has been transforming field service businesses since 2013, with a platform trusted by over 2,200 businesses and processing billions in invoiced work. The recent launch of Simpro Group Lightning, an AI intelligence layer with autonomous agents, marks a significant advancement in their AI strategy.

Requirements

Proven track record leading high-performing engineering teams at scale.
Genuine conviction about AI in engineering and experience moving teams beyond AI as a curiosity to AI as a core capability multiplier.
Strategic technical depth to engage credibly with senior engineers on architecture.
Experience with SaaS product companies and understanding of how engineering decisions impact product and commercial outcomes.
Comfort with complexity, having navigated hybrid environments with legacy and modern platforms.
Strong presence and communication skills; ability to lead in person, build trust quickly, and make hard decisions with clarity.
Collaborative approach, partnering well with Product, Commercial, and wider leadership.
Willingness to travel to various offices globally (Colombia, UK, Canada, Australia).

Responsibilities

Build, mentor, and inspire high-performing engineering teams.
Drive a culture of ownership, craft, and continuous improvement.
Develop engineering managers and create clear career pathways.
Champion the integration of AI into all aspects of engineering, from tooling to AI agents.
Partner with Product and C-suite to shape the technical roadmap.
Balance velocity on new capabilities with architectural health across a hybrid stack.
Translate business goals into clear engineering priorities.
Oversee the migration from AWS EC2 monolith to AWS EKS microservices.
Make architectural decisions to ensure reliability, security, innovation, and scale.
Own engineering velocity, quality, and predictability.
Build processes and metrics for fast, sustainable development.
Attract and retain exceptional engineering talent globally.
Make Simpro Group a desirable place for engineers to work and stay.