AI Engineer

Latitude; Chicago (IL); On-site; USD 100,000,000 - 200,000,000; Full time

Job summary

Latitude in Chicago is seeking an experienced AI Engineer to design and build the intelligence layer for a document-to-return workflow, focusing on production-grade AI systems that transform financial and tax documents into structured data.

You will implement LLM-powered document understanding, extraction, and agent-based workflows with human-in-the-loop review, ensuring accuracy, traceability, and observability in production.

Qualifications

• 3+ years of experience building production AI, machine learning, or intelligent automation systems.
• Hands-on experience with document OCR, document understanding, parsing, and structured data extraction.
• Experience with PDFs, forms, scanned documents, financial documents, or other unstructured data.
• Strong knowledge of LLM-based document processing and modern AI techniques for extraction and reasoning.
• Experience designing and implementing evaluation frameworks for AI or ML systems.
• Experience building or working with agentic AI systems and human-in-the-loop workflows.

Responsibilities

• Build production systems for document 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.
• Develop LLM-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 present findings clearly for professional review.

Skills

Production AI

Machine Learning

Intelligent automation

OCR

Document understanding

LLM processing

Job description

This role is for one of the Weekdays' clients

Salary range: Rs 100000000 - Rs 200000000 (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 understandingand 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 frameworksfor 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 experiencebuilding production AI, machine learning, or intelligent automation systems.
• Strong hands-on experience withdocument 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 processingand modern AI techniques for extraction and reasoning.
• Experience designing and implementingevaluation frameworksfor 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 systemsand human-in-the-loop workflows.