Senior Software Engineer Jobs in Randolph, VT (NOW HIRING)

eDOC Innovations is seeking a Director of Product Engineering to provide hands-on technical leadership and guide the long-term architecture and modernization of mission-critical financial software platforms - in an engineering practice where AI coding agents do most of the typing, and the human's value is architecture, judgment, and direction.

This is a senior, architect-led role for someone who leads by directing AI-assisted development rather than by hand-coding every line: decomposing problems, setting architectural direction, and rigorously reviewing AI-generated code for correctness, security, and fit. You'll work closely with a small, experienced team, raising their capability with AI-assisted development while evolving a substantial legacy codebase and designing the next generation of our products.

Our platforms support hundreds of credit unions nationwide and operate in a highly regulated environment, where security, stability, and thoughtful engineering matter.

This position involves access to sensitive financial data. A background investigation is required.

• Lead product architecture and engineering direction across multiple platforms
• Direct AI coding agents (e.g., Claude Code) as the primary implementation workforce - decomposing work into agent-directable tasks, engineering prompts and context, and rigorously reviewing AI-generated code for correctness, security, and architectural fit
• Operate AI-assisted development responsibly under eDOC's Corporate AI Policy - approved-tool usage, data-handling safeguards, and model-training opt-outs - given our regulated financial-services environment
• Guide modernization of a large legacy Delphi codebase toward a Go-based target architecture, making and documenting the key architectural decisions along the way
• Mentor and teach other developers - including how to work effectively with AI-assisted development - raising the whole team's capability
• Establish development standards, architectural patterns, and code-review practices for a small team
• Read and evaluate code across our stack (Go, Delphi, PHP, JavaScript/HTML/CSS, MySQL) well enough to judge quality, correctness, and architectural soundness - deep hand-coding fluency in every language is not the point; sound judgment is
• Ensure strong practices around encryption, secure data handling, image processing, and compliance-driven development
• Partner with leadership to align technology decisions with product, compliance, and business goals

• 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

You will join a small, highly collaborative engineering team that builds software by combining human architectural leadership with AI-assisted development. The environment emphasizes ownership, technical excellence, and thoughtful decision-making over bureaucracy, with direct access to business stakeholders and organizational leadership. The team's primary focus is maintaining and evolving long-term platform health rather than chasing short-term technology trends.

Middlebury offers a rare combination of meaningful technical work and an exceptional quality of life. You'll enjoy short commutes, a walkable downtown, a welcoming community, and easy access to hiking, biking, skiing, paddling, and other outdoor recreation. It's an ideal location for technologists who value craftsmanship, balance, and stability over the pace of large metropolitan areas.

This opportunity is well suited for senior software architects and experienced engineers who lead through technical direction rather than writing every line of code themselves. It is ideal for professionals who enjoy mentoring others, modernizing complex legacy systems, making meaningful architectural decisions, and working within a small, high-trust engineering organization. Candidates who value Vermont's quality of life and are interested in future advancement into VP or C-level technology leadership will find significant opportunities for growth.

This position is not intended for candidates seeking fully remote work, traditional large-team people management roles, or positions focused primarily on hands-on coding. It is also unlikely to be a good fit for individuals who are not interested in legacy modernization, AI-assisted development, or mentoring fellow engineers.