Head of Engineering

Tallahassee, FL (preferred) | Select Remote - The Company

Head of Engineering - Remote

Urrly - Tallahassee, FL

PE-Backed Gov Tech SaaS Company

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.

• 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

This role is not day‑to‑day coding, but it does require technical depth, architectural judgment, and the ability to dive in when needed.

• Backend: .NET / C#, legacy Perl (actively being phased out)
• Frontend:
  Angular
• Database:
  MySQL
• Infrastructure:
  Microsoft Azure
• Platform:
  Multi‑product SaaS with compliance‑heavy workflows

• 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

• Experience in regulated or compliance‑driven software (Gov Tech, GRC, cybersecurity, healthcare, fintech)
• Product‑minded approach to engineering leadership
• API and systems integration experiencei>
• 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

• Preferred:
  Tallahassee, FL
• Considered:
  Dallas, Atlanta, Charlotte, or Austin
• Willingness to travel to Tallahassee regularly is required

• Base: ~$190,000‑$200,000 (flexible for standout candidates)
• Bonus: ~20%
• Total Cash: ~$240,000‑$250,000
• Equity:
  Meaningful equity package
• Opportunity to play a key role in a PE‑backed company approaching an exit

• Real ownership across engineering, infrastructure, and platform direction
• Small team, high trust, minimal bureaucracy
• Visible impact on modernization and growth initiatives
• Direct exposure to PE operations and exit preparation
• Clear career acceleration opportunity

If you're a senior engineering leader looking for real ownership, modernization work that matters, and exposure to a near‑term PE exit, this role is worth a conversation.

Apply now or reach out to learn more. We move quickly and keep the process straightforward.