Contract Remote Chatbot Jobs in Chicago, IL (NOW HIRING)

Most backend roles touching AI mean a chatbot bolted onto a CRUD app. This one is different: the agentic workflows are the product surface.

You'll work on an established enterprise asset-and-metadata platform, building the AI engine that proposes metadata across the active project estate, the automated logic that reassigns or retires ownerless systems, and a live inventory of every agent and MCP server running across production and endpoint environments all exposed through the platform API.

It's Go on AWS, against a real production codebase with real users. A large part of the job is reading code you didn't write, understanding how it behaves, and then extending, refactoring or decommissioning it without breaking anything.

• AI-suggested metadata engine proposing metadata across the active project estate, then tuning it until engineers actually accept the suggestions.
• Automated ownership reassignment and deprecation logic that finds ownerless or relinquished systems and acts on them safely.
• Agent and MCP inventory complete coverage across production and endpoint environments, accessible programmatically.
• First-party product inventory and critical-user-journey mapping making ownership and metadata trustworthy enough to decide on.
• Legacy refactoring and decommissioning with unit and integration tests covering everything you ship.
• Sprint delivery alongside program and customer teams.

You should be able to say yes to essentially all of these:

1. 5+ years professional backend software engineering
2. Go as a working language you've built and shipped scalable backend services and APIs in it
3. PostgreSQL schema design and real querying
4. MongoDB schema design and real querying
5. AWS working knowledge of the services plus their client libraries and APIs
6. Agentic, AI-driven workflows you have designed, implemented and tuned suggestion engines, automated decision logic, or assistant interfaces
7. Asset discovery / ingestion tooling open-source or commercial (e.g. CloudQuery) for aggregating cloud resources and metadata
8. Data classification standards, dependency mapping, functional framework mapping
9. Navigating a large, unfamiliar codebase to refactor or decommission legacy code without regressing existing behaviour
10. Unit and integration testing for backend components, as standard practice
11. Agile/Scrum delivery sprints, stand-ups, retrospectives
12. Bachelor's in Computer Science or a related field, or equivalent practical experience we care about what you've built

• IT asset management, CMDB, or configuration management platforms
• Model Context Protocol (MCP) and related agent tooling patterns
• Governance, risk or compliance workflows findings management, risk remediation

• Remote, United States. No relocation.
• Contract engagement, starting mid-September 2026 (W2 or 1099 whichever suits you).
• Compensation is competitive; we'll discuss it openly on the first call.

Interested? Drop your resume and we'll set up a call. If it isn't the right fit we'll tell you quickly and tell you why.