Director of Engineering
Simpro Software
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Benefits offered by this job
Job summary
Simpro Group is seeking a Director of Engineering in Miami to lead the engineering organisation across our product suite, migrating from a legacy monolith to modern microservices and mobile apps. You will embed an AI-first culture to empower engineers, shorten delivery cycles, and strengthen customer outcomes.
You will partner with Product and the C-suite to shape the technical roadmap, ensure architectural health, and hire and mentor top talent globally, including collaboration with
Qualifications
- Senior, in-person leadership position based in Miami.
- Lead engineering organisation across legacy monolith to microservices and mobile apps.
- Embed an AI-First engineering culture to increase capability, speed, and outcomes.
- Partner with Product and C-suite to shape the technical roadmap with architectural health in mind.
- Oversee migration from AWS EC2 monolith toward AWS EKS microservices.
Responsibilities
- Build, mentor, and inspire high-performing engineering teams while maintaining ownership culture.
- Drive engineering velocity, quality, and predictable delivery with scalable processes.
- Attract and retain top engineering talent globally, including travel to multiple offices.
- Establish engineering standards and liaison with Product and leadership for alignment.
Skills
Tools
Job description
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.
Headquartered in Miami — one of the largest field service software networks in the world — Simpro Group has been transforming how trades and field service businesses operate since 2013. Our platform connects jobs, people, and performance across plumbing, HVAC, fire & security, facilities management, electrical contracting, and more. Trusted by over 2,200 high-growth businesses, we've processed billions in invoiced work and scheduled tens of millions of jobs. We've featured multiple times on the Sunday Times Tech Track 100, and we're just getting started with AI. Simpro Group Lightning represents the next chapter: AI agents that act as virtual business partners, trainers, documentation specialists, and customer success functions — delivering the headcount the economics never previously supported.
- 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.
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.
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.
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 the 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 tomorrow's technical debt. Hold the bar on engineering standards without becoming a bottleneck.
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.
- 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.
- Angular, Kotlin, Swift
- React, Angular, Ionic/Capacitor
- WebForms, jQuery
- C# / .NET 4.6.2
- MS SQL, Postgres, MongoDB
- AWS EC2, S3, EKS, AWS ELB
- Jenkins, Terraform
- New Relic, Pager Duty, Github, LaunchDarkly
- Cloudflare, Sentry
- Auth0, Mongo Realm, Twilio
- Fivetran, Snowflake, Github Enterprise, Redis
- Visual Studio Pro, VSCode
- JIRA, Azure DevOps
- Pagerduty
- Github copilot, Claude, Cursor
- Responsible Time Off
- Comprehensive medical, dental, vision package with 100% employer paid options
- Additional benefits including Health Savings Account; Flexible Spending Account; Critical Illness Insurance; Hospital Insurance; Accident Insurance; Life Insurance and AD&D; and Disability Insurance available to purchase.
- Wellness Challenge App, Diabetes Prevention App, and Health Hub App
- 401k/Retirement Plan with 6% employer match
- Generous Parental Leave Program
- Paid Volunteer Leave DaysPublic Holiday Exchange Scheme
- Talent Referral Program – get rewarded for referring a friend to join our team!
- Diverse training & internal networking opportunities across all of our product lines
- Opportunities for career progression and development
- Service recognition awards
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.
Please note, no agencies will be accepted in the recruitment of this role.
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