Head of AI-Powered Engineering

SIMPRO

Miami (FL)

On-site

USD 180,000 - 240,000

Full time

14 days+

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Job summary

Simpro Group, headquartered in Miami, is seeking a Director of Engineering to lead the engineering organization across the legacy platform and evolving microservices, including mobile apps, while embedding an AI-first culture. This role reports to executive leadership and shapes the technical future of a premier field service technology business.

You will drive platform evolution, architectural health, and cross-functional collaboration with Product and the C-suite to deliver reliable, scalable

Qualifications

  • Proven track record leading high-performing engineering teams at scale.
  • Genuine conviction about AI in engineering as a core capability multiplier.
  • Strategic technical depth for architecture discussions with senior engineers.
  • Experience with SaaS product companies and hybrid legacy/modern stacks.

Responsibilities

  • Lead the engineering organisation responsible for the product suite from legacy monolith to microservices and mobile apps.
  • Partner with Product and executive leadership to shape the technical roadmap and priorities.
  • Oversee migration from AWS EC2 to AWS EKS while maintaining reliability and security.
  • Attract, mentor, and retain top engineering talent across global offices.

Skills

Engineering leadership
AI in engineering
Architectural depth
SaaS product experience
Cross-functional collaboration
Hybrid environments

Tools

JIRA
Azure DevOps
GitHub
New Relic
PagerDuty
Terraform
Jenkins

Job description

Simpro Group, headquartered in Miami, is seeking a Director of Engineering to lead the engineering organization across the legacy platform and evolving microservices, including mobile apps, while embedding an AI-first culture. This role reports to executive leadership and shapes the technical future of a premier field service technology business.

You will drive platform evolution, architectural health, and cross-functional collaboration with Product and the C-suite to deliver reliable, scalable

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