Director of Product Engineering
$100,000–$125,000 year
On-siteMiddlebury (village), Vermont, United States
Job Summary
Lead product architecture and engineering direction across multiple platforms by directing AI coding agents as the primary implementation workforce. Decompose complex problems into agent-directable tasks, engineer prompts and context, and rigorously review AI-generated code for correctness, security, and architectural fit. Guide the modernization of a large legacy Delphi codebase toward a Go-based target architecture while establishing development standards, patterns, and code-review practices for a small team. Mentor developers on AI-assisted development and ensure strong practices around encryption, secure data handling, and compliance-driven development within a regulated financial-services environment. This role requires a background investigation and involves access to sensitive financial data.
Required Qualifications
- Demonstrated strength in agentic/AI-directed software development - prompt and context engineering, decomposing complex problems into AI-executable tasks, and rigorously reviewing AI-generated code
- Familiarity with (or willingness to quickly adopt) responsible AI governance practices - comfortable operating under a formal AI policy that restricts which tools/models may touch client and financial data
- Senior-level software architecture experience - able to make, document, and defend architectural decisions for complex, long-lived systems
- Proven ability to teach and mentor developers, including in AI-assisted development practices
- Ability to read and evaluate code across multiple languages and paradigms (modern services, legacy systems, web front ends, relational databases) - breadth of comprehension matters more than hand-coding depth in any one language
- Experience with REST API design and service-oriented architectures
- Understanding of encryption, secure data handling, and working in regulated/compliance-driven environments (financial services or similar)
- Proficiency with Git or similar source control
- Strong communication skills and comfort working closely with leadership and mentoring a small team
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