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Context Is the New Currency: How AI Memory Powers Tax Fraud Detection

  • Writer: Sai Sravan Cherukuri
    Sai Sravan Cherukuri
  • Aug 6
  • 3 min read
Unlocking the value of large context windows in AI to uncover anomalies, detect fraud patterns, and strengthen tax compliance.
Unlocking the value of large context windows in AI to uncover anomalies, detect fraud patterns, and strengthen tax compliance.

Understanding context, especially in critical sectors like tax administration, where every conversation, document, and financial trail counts, context-aware AI is rapidly becoming a transformative force. One often overlooked but compelling feature is the context window in large language models (LLMs). But what is it, and how can it be a game-changer in the fight against tax fraud?


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What is a Context Window?


A context window refers to the amount of information an AI model can "remember" at any given time. Think of it as a sliding window of text that the model can see and process in one go. This could include:

  • Prior parts of a conversation

  • Entire tax transcripts

  • Historical filing patterns

  • Supporting documents like receipts, invoices, or scanned PDFs

The larger the context window, the more history and complexity the AI can handle without losing track of critical clues.

 

The Tax Fraud Challenge


Tax fraud is rarely apparent. It hides in:

  • Repetitive but slightly varied submissions

  • Contradictions across documents

  • Suspicious behavioral patterns over time

  • Slight changes in entity names, addresses, or EINs

  • Inconsistencies between structured (forms) and unstructured data (emails, PDFs, voice transcripts)

The problem? Traditional systems work in silos, analyzing transactions or documents in isolation, missing the contextual story that points to fraud.

 

How Context Windows Help Fight Tax Fraud


1. Cross-Document Intelligence


Problem: Tax evasion schemes often span multiple filings and communication threads.


Solution: A large context window allows AI to compare and contrast sections across filings, emails, chat logs, or scanned receipts. Discrepancies in reported income, invoice dates, or declared assets can be flagged even if they occur hundreds of lines apart.

 

2. Long-Form Pattern Detection


Problem: Fraudsters often repeat patterns with slight variations to escape detection.


Solution: With expanded memory, AI can remember repeated anomalies like excessive deductions, identical donation claims, or recurring third-party names. It can build profiles over time and across years, spotting deviations from typical taxpayer behavior.

 


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3. Semantic Matching Across Formats


Problem: Fraud indicators often appear in unstructured formats like voice transcripts or PDF attachments.


Solution: AI equipped with context windows and multimodal capabilities can pull insights from mixed formats, for example, comparing a W-2 form image with typed income in a return, or analyzing phone transcripts against submitted claims.

 

4. Contextual Chatbots for Investigator Support


Problem: Investigators need help navigating case histories, past filings, and correspondence fast.


Solution: Context-aware AI chatbots can summarize an entire case, highlight red flags, and respond to queries like: "What changed in the taxpayer's filing behavior after 2022?" or "Have we seen similar EIN manipulations before?"

 

Implementation Suggestions


Architect the Right Infrastructure:

  • Use LLMs with extended context capabilities (e.g., models supporting 100k+ tokens).

  • Integrate OCR tools and speech-to-text modules to pull in all types of data.

  • Store intermediate representations in vector databases for semantic search.


Build Smart Pipelines:

  • Feed all documents, transcripts, filings, and metadata into a preprocessing pipeline.

  • Use embedding models to maintain relational awareness across years and document types.

  • Link LLMs to case management systems for real-time decision support.


Train with Contextual Prompts:

  • Fine-tune AI with scenarios and prompt templates specific to fraud indicators.

  • Use chain-of-thought reasoning: e.g., "Given these 3 years of filings, and this W-2, what might be suspicious?"

 


Governance & Safety Tips

  • Enforce auditability: Log every step of the AI's reasoning for compliance review.

  • Ensure bias checks: Context shouldn't amplify unfair profiling.

  • Limit hallucinations by grounding AI outputs with structured data (e.g., tables, thresholds).


Context is not just about better conversations. In tax compliance, context equals clarity, and clarity uncovers fraud. The evolution of AI models with larger context windows allows agencies and investigators to think longer, dig deeper, and act faster.

 
 
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Hi, I'm Sai Sravan Cherukuri

A technology expert specializing in DevSecOps, CI/CD pipelines, FinOps, IaC, PaC, PaaS Automation, and Strategic Resource Planning and Capacity Management.
 

As the bestselling author of Securing the CI/CD Pipeline: Best Practices for DevSecOps and a member of the U.S. Artificial Intelligence Safety Institute Consortium (NIST), I bring thought leadership and practical innovation to the field.

I'm a CMMC advocate and the innovator of the FIBER AI Maturity Model, focused on secure, responsible AI adoption.


As a DevSecOps Technical Advisor and FinOps expert with the Federal Government, I lead secure, scalable solutions across software development and public sector transformation programs.

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Creativity. Productivity. Vision.

I have consistently delivered exceptional results in complex, high-stakes environments throughout my career, managing prestigious portfolios for U.S. Federal Government agencies and the World Bank Group. Known for my expertise in IT project management, security, risk assessment, and regulatory compliance, I have built a reputation for excellence and reliability.

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