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Miami, Florida, United States
Onsite
Job Context
Simpro Group is at an inflection point. As a pioneer of AI-powered field service software now serving over 250,000 users worldwide, we're not done making big changes. We've just launched Simpro Group Lightning — an AI intelligence layer that deploys autonomous agents across field service operations — and we need a Director of Engineering to lead the teams building what comes next.What You’ll Do
THE ROLE
This is a senior in-person leadership position based in Miami. You'll lead the engineering organisation responsible for Simpro Group's product suite — from the legacy monolith to our rapidly evolving microservices platform and mobile applications — while embedding an AI-First engineering culture that makes every engineer more capable, every delivery faster, and every customer outcome stronger.
You will report to executive leadership and be a key voice in shaping the technical future of one of the world's most recognised field service technology businesses.
WHAT YOU'LL OWN
Team Leadership
Build, mentor, and inspire high-performing engineering teams. Drive a culture of ownership, craft, and continuous improvement from squad level to organisational level. Develop engineering managers and create clear career pathways for individual contributors and leaders alike.
AI-First Culture
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. This isn't about adopting tools; it's about fundamentally changing how engineers work and what they can achieve.
Engineering Strategy
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.
Platform Evolution
Oversee the continued migration from AWS EC2 monolith toward AWS EKS microservices. Make the architectural decisions that protect reliability and security while enabling rapid innovation and scale.
Delivery Excellence
Own engineering velocity, quality, and predictability. Build the processes and metrics that let teams move fast without creating tomorrow's technical debt. Hold the bar on engineering standards without becoming a bottleneck.
Hiring & Talent
Attract and retain exceptional engineering talent across the globe. Make Simpro Group the kind of engineering organisation that people choose over the obvious alternatives. Be the reason great engineers want to stay.
WHAT WE'RE LOOKING FOR
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
OUR TECHNOLOGY LANDSCAPE
You won't be hired for any one technology — you'll be hired for how you lead engineers across all of them. Our current stack spans multiple technologies across product lines:
Client Side – Mobile
• Angular, Kotlin, Swift
• React, Angular, Ionic/Capacitor
Application and Database Stack
• WebForms, jQuery,
• C# / .NET 4.6.2
• MS SQL, Postgres, MongoDB
Cloud Deployment
• AWS EC2, S3, EKS, AWS ELB
• Jenkins, Terraform
• New Relic, Pager Duty, Github, LaunchDarkly
• Cloudflare, Sentry
Additional Services
• Auth0, Mongo Realm, Twilio
• Fivetran, Snowflake, Github Enterprise, Redis
Engineering Tools
• Visual Studio Pro, VSCode
• JIRA, Azure DevOps
• Pagerduty
AI-DLC
• Github copilot, Claude, Cursor
The right leader adapts to the stack in front of them. We value engineering judgement over technology loyalty.
What You’ll Bring
Our Core Values
We Are One Team
We Are Customer Centric
We Are Growth Minded
We Are Accountable
We Celebrate Success
Simpro, AroFlo, BigChange & ClockShark are equal opportunity employers with a best-of-class onboarding program and supportive team environments. This means that we want everyone to feel welcome with us and to provide equal opportunities for everyone, regardless of age, disability, gender reassignment, marriage and civil partnership, pregnancy and maternity, race, religion or belief, sex or sexual orientation, or any other non-performance factor.
If you'd like to join a fun and progressive organization, where there are opportunities to develop your career, please apply now with your CV/resume.
*Please note, no agencies will be accepted in the recruitment of this role.