Head of Engineering Strategy

Mai Placement • Monsey, NY

2d • Hybrid

About The Position

An established, growing SaaS company is seeking a deeply technical engineering leader to transform how software is developed, tested, and delivered. The company operates a mature, business-critical SaaS platform serving a large external user base, where reliability, security, performance, and engineering quality are essential. With an experienced engineering team in place, this role will accelerate modern development practices, improve developer productivity, and ensure engineering improvements are implemented consistently.

This is not a traditional people-management role or a mandate to rebuild the platform. The Head of Engineering Strategy will lead engineering-wide technical initiatives, introduce modern tools and development practices, and work alongside experienced engineers to turn ideas into measurable improvements. The role calls for the technical depth of a Principal Engineer combined with the leadership, judgment, and execution capabilities of an Engineering Director. It is based in Monsey, NY, with a hybrid schedule requiring at least two days onsite, and reports to the VP of Product & Engineering.

Requirements

• Significant engineering experience with production SaaS platforms serving large external customer and user bases.
• Understanding of scalable, highly available, security-sensitive software used by paying customers, rather than primarily internal business applications.
• Strong hands-on software engineering background, including the ability to review production code, evaluate architecture, and contribute technically when needed.
• Practical expertise with AI-assisted development, developer tooling, automated testing, CI/CD, observability, and cloud-based SaaS environments.
• Demonstrated success introducing engineering improvements that were implemented and adopted across multiple teams.
• Ability to influence experienced engineers, establish technical standards, and drive organizational change without relying on formal management authority.
• Confident technical judgment combined with a collaborative, open-minded, and respectful approach to existing expertise.
• Ability to explain complex technical tradeoffs clearly and build alignment between engineering teams and business leadership.

Nice To Haves

• Strong experience with C#/.NET and Azure; SQL Server experience is also preferred.
• Experience in fintech, financial software, or other security-sensitive, customer-facing SaaS environments, especially where reliability, data protection, and disciplined engineering practices are critical.

Responsibilities

• Drive adoption of AI-assisted coding tools and development workflows, including exploring custom AI-powered solutions to improve engineering productivity.
• Establish and implement practical unit-testing and automated-testing practices that strengthen code quality, reliability, and development speed.
• Improve code review, CI/CD, release processes, technical documentation, observability, and development workflows.
• Partner with senior engineers on architecture, code quality, technical decisions, and complex engineering challenges; review and write code when needed.
• Align experienced technical leads, resolve competing viewpoints, establish direction, and drive initiatives through implementation and adoption.
• Evaluate emerging technologies, developer tools, and engineering practices, and introduce solutions that deliver measurable improvements in productivity, quality, and reliability.
• Drive engineering-wide initiatives from discussion through execution and consistent adoption across teams.
• Communicate technical tradeoffs and build alignment between engineering teams and business leadership.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed