Director of Engineering

The Role

The Director of Engineering will lead the modernization effort to transform Alpine Software's desktop application into a cloud-native, AI-enabled web platform.

This role will be critical in ensuring a smooth knowledge transfer, long-term architectural ownership, and continued innovation within our team.

Responsibilities

• Lead the Web Modernization Strategy
• Partner with the modernization team to replatform our software to a cloud-native web architecture.
• Guide the transition of long-term technical ownership into Alpine’s engineering team.
• Establish scalable architecture, standards, and engineering governance.
• Define technical prioritization and outline best practices.
• Be a Hands-On Technical Leader
• Contribute directly to backend and frontend development.
• Lead architecture discussions and perform high-quality code reviews.
• Mentor and develop mid- and junior-level engineers, helping manage a team of up to 4 direct reports across the strategic side of our business.
• Serve as the primary technical escalation point within the business unit.
• Drive AI-Assisted Development Practices
• Champion and institutionalize AI-assisted development workflows.
• Work within an agentic AI modernization model to accelerate legacy transformation.
• Ensure the team is comfortable and effective using modern AI coding tools and automation practices.
• Help establish safe, scalable, and measurable AI integration into the SDLC.
• Build Modern Engineering Discipline
• Implement strong CI/CD and DevSecOps practices.
• Ensure secure, scalable, observable systems in Azure.
• Improve delivery predictability, engineering velocity, and quality standards.

Requirements

• 8+ years of progressive software engineering experience.
• 3+ years in a senior technical leadership role (Director, Principal, Manager, Staff+).
• Strong hands-on experience with C# / .NET, Azure cloud architecture, React / TypeScript, and SQL Server or PostgreSQL.
• Experience modernizing or replatforming complex legacy systems.
• Comfort working in AI-assisted development environments (e.g., Copilot, agent-based workflows, automated code generation, LLM-integrated tooling).
• Experience mentoring engineers and leading delivery execution.
• Strong communication and collaboration skills.

Nice to Have

• Experience rewriting legacy desktop applications (Delphi or Titanium SDK).
• Familiarity with fire, EMS, or public safety software.
• Experience building or operating multi-tenant SaaS systems.
• Experience working in fast-paced or startup-like environments.
• Experience managing distributed teams in various locations.

Benefits

• Lead a high-impact modernization initiative.
• Shape long-term technical ownership of a mission-critical platform.
• Build software that directly supports first responders.
• Work at the intersection of public safety and AI-forward development.
• Help define how AI-assisted engineering transforms legacy enterprise software.
• Join a passionate, energetic team dedicated to meaningful work.

Pay

Compensation is commensurate with experience.

Schedule

Hybrid - Rochester, NY