
Agentic Tech Lead
Remotive · New York, NY, USA ·
- Job type:
- Full Time
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.