Head of Engineering

Urrly•Tallahassee, FL

4d•$190,000 - $200,000•Hybrid

About The Position

Head of Engineering PE-Backed GovTech SaaS Company Tallahassee, FL (preferred) | Select Remote The Company Our client is a PE-backed SaaS company building secure, compliance-driven software for state and local government agencies , including law enforcement and EMS. Their platform supports online training, testing, audits, and compliance workflows for organizations handling highly sensitive data. The business is profitable, growing, and in an active phase of platform modernization, new product development, and acquisition integration , with a credible near-term exit on the horizon. The Role We’re hiring a Head of Engineering to own engineering execution, technical architecture, and cloud infrastructure across a mission-critical SaaS platform. This role sits at the intersection of people leadership, technical decision-making, and business priorities . You’ll lead a small, experienced team through legacy modernization while continuing to ship new features and integrate newly acquired products. This is a strong fit for a Director or VP-level engineering leader ready to step into broader ownership and visibility.

Requirements

Proven engineering leadership experience (Director, VP, or equivalent)
Strong systems-level and architectural thinking
Experience owning cloud infrastructure (Azure preferred)
SaaS product development background
Comfort leading teams through legacy-to-modern transitions
Ability to scope work, prioritize effectively, and make pragmatic tradeoffs

Nice To Haves

Experience in regulated or compliance-driven software (GovTech, GRC, cybersecurity, healthcare, fintech)
Product-minded approach to engineering leadership
API and systems integration experience
Curiosity about applied AI in secure environments
Positive, collaborative, low-ego leadership style
Comfortable leading a talented, quiet, high-trust team
Motivated by ownership, impact, and growth rather than title alone

Responsibilities

Lead and mentor a team of ~6 full-stack engineers plus a BA/Product Manager
Serve as the senior technical decision-maker across architecture and platform direction
Own cloud infrastructure and application reliability (Azure)
Drive ongoing modernization, including migration from legacy Perl to .NET
Balance technical debt reduction with new feature delivery
Partner closely with executive leadership on prioritization, roadmap tradeoffs, and exit readiness
Support light API integrations across products and workflows
Bring a product-oriented mindset to engineering planning and execution
Evaluate emerging technologies (including AI) in a regulated, sensitive-data environment