Principal Engineer & AI-Native Engineering Lead

Flexera saves customers billions of dollars in wasted technology spend. A pioneer in Hybrid ITAM and FinOps, Flexera provides award-winning, data-oriented SaaS solutions for technology value optimization (TVO), enabling IT, finance, procurement and cloud teams to gain deep insights into cost optimization, compliance and risks for each business service. Flexera One solutions are built on a set of definitive customer, supplier and industry data, powered by our Technology Intelligence Platform, that enables organizations to visualize their Enterprise Technology Blueprint™ in hybrid environments—from on-premises to SaaS to containers to cloud.

We’re transforming the software industry. We’re Flexera. With more than 50,000 customers across the world, we ’ re achieving that goal . But we know we can’t do any of that without our team . Ready to help us re-imagine the industry during a time of substantial growth and ambitious plans? Come and see why we’re consistently recognized by Gartner, Forrester and IDC as a category leader in the marketplace. Learn more at flexera.com

We are building a new model for software engineering: a small, highly autonomous engineering team that combines experienced technical leadership, talented developers, and AI coding agents to deliver high-quality software with exceptional speed.

We are looking for a hands-on Principal Engineer & AI Technical Lead to establish and lead this team. You will be responsible for technical direction, architecture, engineering quality, and delivery outcomes while actively developing software alongside two supporting engineers and AI tools such as Claude Code and OpenAI Codex.

This is not a traditional engineering management position. You will remain deeply involved in design, implementation, code review, debugging, and production delivery. Your leverage will come from making sound technical decisions, decomposing complex problems into manageable work, building effective AI-assisted workflows, and enabling a small team to operate with significant independence.

You will own outcomes rather than simply oversee tasks.

What You’ll Do:

Technical Leadership and Architecture

• Own the technical architecture, design decisions, and implementation strategy for the team’s applications, services, and systems
• Translate business objectives and product requirements into pragmatic, maintainable technical solutions
• Make sound trade-offs between delivery speed, reliability, security, scalability, and long-term maintainability
• Establish lightweight engineering standards, architectural patterns, coding conventions, and documentation practices
• Identify opportunities to simplify systems, eliminate unnecessary complexity, and accelerate delivery
• Ensure the team builds software that can be understood, tested, operated, and evolved by engineers beyond its original authors

AI-Native Software Engineering

• Make AI coding agents a first-class part of the development lifecycle, using tools such as Claude Code, OpenAI Codex, and other appropriate AI engineering tools
• Develop effective workflows for AI-assisted requirements analysis, code generation, test creation, debugging, refactoring, code review, and documentation
• Decompose work into clear, bounded tasks that AI agents can execute independently, in parallel, and with measurable results
• Establish project context, repository instructions, reusable prompts, agent skills, automated checks, and other mechanisms that improve the consistency of AI-generated work
• Evaluate AI-generated code critically, recognizing when to accept, modify, or reject its output
• Continuously improve the team’s engineering workflow based on actual delivery results rather than AI usage or code-generation volume

End-to-End Delivery and Ownership

• Take responsibility for delivering production-ready capabilities from problem definition through deployment and operational support
• Collaborate with business stakeholders, product owners, users, and other engineering teams to clarify requirements and prioritize work
• Break larger initiatives into small, independently testable increments that can be delivered frequently
• Identify and resolve technical blockers without introducing unnecessary meetings, dependencies, or handoffs
• Establish appropriate observability, deployment automation, rollback procedures, and operational safeguards
• Monitor production outcomes and use feedbac…