Engineering Team Lead - AI First

🚀 Build the Future of Global Work - From Anywhere

At Work Flex, we don’t just "allow" remote work, we enable it for the world. We are building the automated operating system for international travel compliance, tax, and duty of care.

The Lifestyle: We are a remote-only company. You can work from anywhere and take up to 183 days of workations per year
. We value your output and your "Architect’s Mind," not the hours you spend in an IDE or a physical office.

You will lead a high-autonomy, single-threaded team of 4-5 engineers. This is a 50/50 Player-Coach role designed for those who refuse to stop coding but are ready to scale their impact through others.

• The Partnership: You will work in a "dual-leadership" model with a dedicated Product Manager
  . You own the How (Architecture, Quality, Delivery) while they own the What (Roadmap, User Value). You aren't their boss, they aren't your boss; you are their strategic technical partner.

• The 50/50 Split: You’ll spend half your time as the Lead Architect designing greenfield systems and orchestrating AI agents - and the other half as a People Lead hiring, mentoring, and handling performance/salary growth for your engineers.

We are not a traditional "code-monkey" shop.

• Agentic Coding: Our workflow is heavily driven by AI agents (Claude, etc.). We rarely open a traditional IDE for boilerplate. We expect you to lead your team in using AI as a high-leverage tool to build scalable, complex systems at 4x speed.

• Deep Work, No Bablah: We operate with a "meeting-light," async-first culture. Aside from essential syncs (Dailies/Planning), we protect your time so you can focus on architecture and leadership.

• Architectural Sovereignty: Own the technical vision for your product domain. Make the high-stakes decisions on scalability and system design.

• Force Multiplication: Mentor 4-5 engineers to help them reach their full potential. You'll handle the "heavy lifting" of management: performance reviews, career coaching, and salary negotiations.

• End-to-End Ownership: Your team owns the full lifecycle from the first line of an AI prompt to the final deployment and operation.

• The Lead
  
  Experience:
  
  1-2+ years of experience in people management (managing performance, growth, and team health).

• Technical Battle Scars: 5+ years in Java, Spring Boot, and Angular/Type Script . You need deep foundational knowledge to audit and guide AI-generated architectures. We do not want AI slop in our codebases.

• AI-First Mindset: You are excited by the prospect of "IDE-light" development and know how to delegate to agents without losing quality.

• Remote Fluency: You are a master of async communication and know how to foster a team culture across different time zones.

• True Global Mobility: Work from anywhere. Truly. 183 days of workations per year is in our DNA.

• High Leverage: Use all the AI tools on the market. We don't just permit them; we require them.

• Equity: Virtual Stock Options (VSOPs) so you own a piece of the mission.

• Flexibility: Monthly budget for co-working or fitness, and a "results-only" work culture.

If you have the technical depth of an architect and the empathy of a leader, we want to talk. We value ambition and a "builder" mindset over a perfect CV.