[Hiring] Agentic Tech Lead @OutSystems

Role Description

You will join an existing team and take technical ownership of a portfolio of live products and SaaS, while leading the delivery of new capabilities that solve the organisation's most important problems.

• This is not a role for someone who ships things and moves on. You are responsible for the quality of what is already running and the correctness of everything new that gets built.
• Most of your energy — roughly seventy percent — will go into innovation: new agents, new integrations, new capabilities that did not exist before.
• The remaining thirty percent keeps the existing portfolio healthy, coherent, and evolving.

What You Will Own

• The quality bar for everything the team ships — new features and live systems alike.
• Technical direction of a small, high-autonomy team.
• AI agent orchestration — directing tools like Claude Code, OutSystems Mentor, and Cursor toward specific outcomes.
• Context design for your domain — ensuring AI agents have the enterprise context they need.
• Portfolio integrity — understanding the existing applications well enough to extend them without accumulating hidden debt.
• Fast validation of new approaches — exploring quickly and returning with a clear recommendation.

The Behaviors We Are Looking For

• You evaluate at the system level.
• You distinguish correct from plausible.
• You specify before you build.
• You default to experimentation over alignment.
• You hold the shared mental model.
• You are direct about what is wrong.
• You respect what is already running.

Experience

• 5+ years of hands-on development, with at least 2 years leading technical delivery.
• Demonstrated experience with AI-augmented development — Claude Code, Cursor, GitHub Copilot, or similar.
• Track record of shipping production-grade systems and maintaining them over time.
• Strong architectural instincts across integration, data, and application layers.
• Fluency in context engineering.

Bonus

• Proficiency with OutSystems ODC.
• Experience with MCP (Model Context Protocol) server creation and integration.
• Experience integrating LLMs via API into enterprise applications.
• Background in regulated industries — finance, healthcare, insurance.
• Prior experience in small, high-autonomy teams.

This Is Not For You If...

• Your instinct when facing ambiguity is to gather requirements rather than build something and learn from it.
• You need a large team or formal approval layers to feel like you are doing real leadership.
• You treat maintaining existing systems as someone else's problem.
• You have never caught an AI tool producing output that looked right but wasn't.
• You measure your contribution by volume of output rather than by correctness of what ships.

Why Join

• You will work at the frontier of how enterprise software is actually built with AI.
• You will have more autonomy, more architectural leverage, and more direct impact than in any traditional engineering leadership role.
• The skills you will develop — context engineering, AI agent governance, agentic system design — are among the highest-leverage capabilities in the industry.

Company Description

OutSystems is a leading AI Development Platform built for the enterprise. Global organizations trust OutSystems to rapidly build mission-critical apps and agents, modernize legacy processes, and govern their entire AI portfolio.

• Founded in 2001, OutSystems has offices in multiple countries.
• Our customers include recognizable brands across diverse industries.
• Consistently recognized as a leader by top analyst firms.

Working at OutSystems

• Our culture is built on our core values of Trust, Customer Success, Innovation, and Alignment.
• We nurture an inclusive culture where talented individuals from all backgrounds are empowered to learn, experiment, and make an impact.