Autonomous freight coordination. Backed by Y Combinator.
About the role
As an Autonomy Operations Architect , you sit at the boundary between real-world logistics and Wilson. You will monitor live workflows, identify where autonomy breaks, and step in only when necessary — not to take over the work, but to manage Wilson’s execution and make failures visible.
What they're looking for
- Failures surface quickly
- Nothing is “quietly handled”
- Product and Engineering are never surprised by reality
More about this role
Team: Autonomy Operations
Cartage is building an autonomy-first logistics AI called Wilson .
Wilson acts as a 24/7 logistics team for manufacturers and distributors — behaving closer to a human employee than traditional software.
Our goal is not to help humans do logistics better.
Our goal is to build an AI that actually does the work .
We believe autonomy is a measured capability , not a marketing claim.
That belief shapes how we build product, how we sell, and how we run the company.
This role exists to keep that belief true.
This team does not run logistics.
It does not quietly fix things.
It does not hide human work.
- Surfaces reality
- Enforces boundaries
- Turns failures into signal for Product and Engineering
As an Autonomy Operations Architect , you sit at the boundary between real-world logistics and Wilson.
You will monitor live workflows, identify where autonomy breaks, and step in only when necessary — not to take over the work, but to manage Wilson’s execution and make failures visible.
You are not doing the work yourself.
You are ensuring Wilson either does it correctly — or that the system clearly records when he cannot.
This is a technical, analytical,...
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