Principal Software Engineer - AI

OnBoard provides board management software that helps organizations and boards function at a higher level. The Principal Software Engineer will design and implement scalable SaaS applications, including AI-powered and agentic experiences, while providing technical leadership, mentorship, and architectural guidance. The role focuses on AI/ML integration, software quality, developer tooling, and driving innovation across engineering practices.

Responsibilities:

• Lead the design, development, and implementation of complex software systems and solutions including advanced AI-powered capabilities such as semantic search systems, vector databases, RAG-based architectures, and LLM orchestration patterns
• Translate business requirements into a well-formed technical design and help bring that design to life with the team, in an iterative fashion
• Collaborate with cross-functional teams to define project goals, scope, and timelines as well as translate business requirements into scalable and robust software designs
• Mentor and coach team members, fostering their professional growth and promoting a culture of knowledge sharing and continuous learning
• Write reusable code, build libraries for future use, conduct code reviews, ensure code quality, and enforce coding standards
• Champion the adoption of AI-assisted development tools (e.g., Claude Code, GitHub Copilot, Codex) to accelerate development velocity and code quality
• Build "golden pathways" and developer experience tooling that scales engineering capability across the organization
• Drive technical innovation and identify opportunities for process improvements and optimization
• Champion architectural integrity alongside an iterative, gated delivery approach
• Stay up to date with emerging technologies and industry trends and evaluate their potential impact on our software solutions

Requirements:

• Bachelor's Degree in software engineering, computer science, information technology, or commensurate experience
• 10+ years proven experience in SaaS development, primarily developing user-facing production features on a modern web stack
• 5-7 years' experience developing web applications with C# and .NET Core
• 5+ years' experience with RESTful design patterns and microservices architecture; including high-scale cloud mechanisms like event hubs, messaging systems, and data lakes
• 1+ years' experience with AI-powered development tools (Claude, GitHub Copilot, Cursor, or similar) with demonstrated track record of leveraging AI assistants to accelerate development velocity and code quality
• Experienced in one or more AI/ML areas: semantic search, vector databases, RAG frameworks, LLM orchestration, prompt engineering, or AI tooling development
• Excellent troubleshooting skills with the ability to analyze and resolve difficult problems quickly
• Experience working in a high transaction, high security environment where SOC2, ISO27001 compliance is required
• Strong proficiency in CI/CD pipelines, git workflow, etc.; ideally in Azure DevOps
• Mastery of agile development methodologies and DevOps practices
• Demonstrated technical leadership experience in software development projects
• Critically, this role involves AI/ML integration including semantic search, RAG (Retrieval-Augmented Generation) frameworks, vector database architectures, LLM operations, orchestration patterns, and AI tooling integration. We recognize that exceptional engineers may have depth in some areas and breadth in others - experience across these areas is strongly desired but not required. We value engineers who have experience learning and leading the adoption of emerging technologies