Director of Engineering

About 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 the 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
• 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

Qualifications

• 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

Skills

• C# / .NET
• Azure cloud architecture
• React / TypeScript
• SQL Server or PostgreSQL
• Cloud-native web architecture
• AI-assisted development
• CI/CD and DevSecOps practices
• Secure, scalable, and observable systems

Benefits

• Diversity, Equity, Inclusion & Equal Employment Opportunity
• Great Place to Work Certified
• Top 10 company on the Deloitte Technology Fast 500
• Hybrid work schedule

Pay

Competitive salary and benefits package

Schedule

Hybrid - Rochester, NY