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Chicago, IL

AI Development in Chicago.

We build AI systems for Chicago companies. Custom AI agents, LLM integrations, and automation built into your business. As a remote-first studio, we work with Illinois businesses the same way we work with clients anywhere in the US.

[ AI Development in Chicago ]

Chicago's trading firms, law offices, and freight brokerages all run on documents: term sheets, contracts, bills of lading, rate confirmations. We build LLM-based document processing and retrieval systems that pull structured answers out of that paper, plus AI agents that automate the repetitive steps in brokerage and back-office workflows. For firms that cannot send data to a public endpoint, we deploy models inside a private cloud environment.

Few cities generate paperwork with higher stakes than Chicago. Derivatives desks in the Loop produce term sheets and trade confirmations that have to be read exactly right, law and accounting firms bill hours to document review, and the freight brokerages built around the city's rail interchange push rate confirmations and bills of lading all day. Each of those industries pays skilled people to extract the same fields from the same document types thousands of times a year, which is precisely the work language models have become good at.

Init One Solutions builds that layer for Chicago companies: document processing pipelines that classify incoming paper and extract validated fields, retrieval systems that answer questions across contract archives with the citation attached, and agents that carry a brokerage workflow from intake to entry in the operating system of record. Firms with strict data rules get deployment inside their own AWS environment, so nothing leaves their control. The engagement itself runs remotely, over working sessions in the Central hours Chicago keeps, with evaluation results shown before anything touches production.

[ Sectors we build for ]

  • financial services & trading
  • logistics & freight rail
  • food & consumer brands
  • professional services
  • manufacturing
  • conventions & hospitality

[ What we build ]

AI Development for Chicago

Document extraction, retrieval with guardrails, and private cloud deployment map directly onto Chicago's trading desks, law firms, and freight brokerages, where documents carry money.

  • Custom AI agents and assistants trained on your data
  • LLM integration with retrieval and guardrails
  • Document processing and data extraction
  • Workflow and process automation
  • Private, secure deployment in your own cloud
More on AI Development

[ Working with us from Chicago ]

Can our data stay out of public AI endpoints if we work with you in Chicago?

Yes. For Chicago trading and financial firms we deploy models inside a private AWS environment you control, so prompts, documents, and outputs never transit a public API. Access is scoped with roles you grant, and your security team can review the infrastructure definition before the first document is processed.

How accurate is AI extraction on freight documents like rate confirmations?

Accurate enough to be useful only when it is measured, so we build evaluation in from the start. For the rate confirmations and bills of lading moving through Chicago brokerages, that means a scored test set drawn from your real documents, confidence thresholds, and human review queues for anything below them. You see the numbers before you rely on the system.

What data do we need ready before starting an AI project in Chicago?

Less than most teams expect. A representative sample of the documents or records you want automated is enough to scope, even if they sit across email, shared drives, and legacy systems. Chicago back offices rarely have clean data to begin with, so ingestion and cleanup are treated as part of the project, not a prerequisite.

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