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AI Engineer

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Latitude
Full Time position
Listed on 2026-10-13
Job specializations:
  • Software Development
    AI Engineer (Applied/Software), Machine Learning/ ML Engineer
Salary/Wage Range or Industry Benchmark: 150000 USD Yearly USD 150000.00 YEAR
Job Description & How to Apply Below

This role is for one of the Weekdays' clients

Salary range:
Rs  - Rs  (ie INR 100-200 LPA)

Experience:

3+ yrs

Location:

Chicago, Illinois, United States

Job Type: Full-time

We are looking for an experienced AI Engineer to design and build the intelligence layer across a document-to-return workflow. The role focuses on developing production-grade AI systems that transform complex financial and tax documents into reliable, structured data and support tax professionals in identifying missing information, inconsistencies, and potential errors.

This is a hands-on engineering role focused on document intelligence, LLMs, extraction, agentic systems, evaluation, and human-in-the-loop workflows. The ideal candidate combines strong technical skills with a high bar for accuracy, traceability, observability, and production reliability.

Key Responsibilities
  • Build production systems fordocument classification, OCR, parsing, and structured data extraction.
  • Process PDFs, scanned documents, tax forms, financial statements, receipts, and other unstructured financial information.
  • Design extraction workflows that preserve source context, handle ambiguity, and route low-confidence results for human review.
  • DevelopLLM-powered document understanding and intelligent extraction capabilities.
  • Build AI agents that analyze completed returns against source documents and relevant tax context.
  • Identify missing information, inconsistencies, potential errors, and other issues and present findings clearly for professional review.
  • Design human-in-the-loop workflows that provide appropriate confidence signals, source citations, review controls, and correction mechanisms.
  • Build scalableevaluation frameworks for structured and unstructured document-processing systems.
  • Define evaluation datasets, ground-truth labels, scoring methodologies, benchmarks, and statistical analysis approaches.
  • Establish observability and feedback systems to measure extraction quality, model performance, and user outcomes.
  • Monitor production AI workflows and continuously improve accuracy, reliability, and coverage.
  • Identify high-effort manual steps within document and return-preparation workflows where AI can provide measurable value.
  • Collaborate with engineering and domain experts to translate real-world workflow requirements into reliable AI systems.
  • Establish reproducible testing and evaluation processes for models, agents, and extraction pipelines.
  • Contribute to expanding AI capabilities across document processing, return review, and professional workflows.
What Makes You a Great Fit
  • 3+ years of experience building production AI, machine learning, or intelligent automation systems.
  • Strong hands-on experience with document OCR, document understanding, parsing, and structured data extraction.
  • Experience working with PDFs, forms, scanned documents, financial documents, or other complex unstructured data.
  • Strong understanding ofLLM-based document processing and modern AI techniques for extraction and reasoning.
  • Experience designing and implementingevaluation frameworks for AI or machine-learning systems.
  • Strong knowledge of evaluation datasets, ground-truth labeling, scoring methodologies, benchmarking, and statistical analysis.
  • Experience building or working withagentic AI system sand human-in-the-loop workflows.
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