Principal AI Software Engineer - Remote (EST Hours)

Onboard; Chicago (IL); On-site; USD 150,000 - 230,000; Full time

Benefits offered by this job

Fully remote work with equipment

Medical/dental/vision plans

401K match

PTO/Holidays

Company equipment

Job summary

OnBoard is seeking a Principal Software Engineer to design, develop, and lead AI-powered SaaS solutions, including semantic search, vector databases, and LLM orchestration. You will mentor engineers, drive architectural integrity, and champion modern DevOps practices in a remote US environment aligned with EST hours.

The role emphasizes innovation in AI tooling, high-security SaaS delivery, and scalable architectures, with strong emphasis on user experience and robust, maintainable code.

Qualifications

• 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.
• Accountability
• Business Acumen
• Customer Focus
• Dealing w/Ambiguity
• Driving for Results
• Initiating Action
• Operational Decision Making
• Technical/Professional Skills and Knowledge
• AI Curiosity & Innovation

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.

Skills

SaaS development

C#/.NET

Microservices

REST APIs

AI/ML experience

LLM tooling

Troubleshooting

SOC2 compliance

CI/CD pipelines

Azure DevOps

Agile & DevOps

Technical leadership

Problem solving

Communication

Education

Bachelor's degree in software engineering / computer science

Tools

Claude Code

GitHub Copilot

Cursor

Codex

Job description

OnBoard is seeking a Principal Software Engineer to design, develop, and lead AI-powered SaaS solutions, including semantic search, vector databases, and LLM orchestration. You will mentor engineers, drive architectural integrity, and champion modern DevOps practices in a remote US environment aligned with EST hours.

The role emphasizes innovation in AI tooling, high-security SaaS delivery, and scalable architectures, with strong emphasis on user experience and robust, maintainable code.