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Jeremy Wheeler

I am a Solutions Architect with 30+ years in IT, specializing in cloud architecture, virtualization, and multi-cloud platforms like AWS, Azure, and Google Cloud. I’ve led enterprise projects like VMware’s Horizon Suite Sizing Estimator and have extensive experience with VMware Horizon, Citrix, Hyper-V, and programming languages like PowerShell, Python, and SQL. I run Smart AI Coach (https://smartaicoach.com/), helping individuals leverage AI for resumes, cover letters, and productivity. As a published author, VMware vExpert (2015-2020), and MIT-certified in AI, I am passionate about innovation and solving challenges.

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Artificial Intelligence

Tokens as the AI’s Memory: How ChatGPT Processes Documents and the Role of RAG in Overcoming Limits

Jeremy Wheeler
January 8, 2025January 8, 2025 12 mins

Artificial intelligence has transformed the way we engage with information, making it possible to analyze vast amounts of data, extract insights, and generate actionable outputs. Central to this transformative capability are tokens, which act as the AI’s memory. But like any memory system, it has limits. When uploading documents for analysis, understanding these token limits is critical to optimizing workflows and achieving the best results.

In this comprehensive blog, we’ll explore how tokens work as the AI’s memory, the challenges they present when uploading documents, and how Retrieval-Augmented Generation (RAG) can help overcome these limits. We’ll dive deep into practical use cases, strategies, and the future of document interaction with ChatGPT and similar AI systems.

Understanding Tokens: The Building Blocks of AI Memory

At its core, a token is a unit of text that the AI processes, much like the way a human brain remembers individual words or phrases. Tokens could be a single word, a part of a word, or even just a few characters, depending on the language and complexity of the text.

How Tokens Function

Tokens serve as the AI’s memory because they are:

  1. Processed in Context: The model uses tokens to understand the input and generate coherent responses. Each token contributes to the AI’s understanding of the conversation or document.
  2. Limited in Capacity: Every AI model has a maximum number of tokens it can process in a single session. This limit includes:
    • Input tokens (text you provide, such as a query or uploaded document).
    • Output tokens (the model’s response).

For example:

  • In GPT-3.5, the token limit is 4,096 tokens. If your uploaded document consumes 3,000 tokens, only 1,096 tokens remain for ChatGPT to generate its output.
  • GPT-4 Turbo significantly increases this limit to 128,000 tokens, making it ideal for longer documents and complex interactions.

Tokens and Document Uploads: How Much Can ChatGPT Retain?

When you upload a document to ChatGPT, the AI tokenizes the text to process it. This means:

  1. Tokenization Breaks Text into Units: The AI breaks your document into manageable chunks, with each chunk represented as tokens.
  2. Memory is Constrained by Token Limits: If your document exceeds the token limit of the model, ChatGPT will only process part of it, often starting from the beginning and ignoring the remainder.
  3. Loss of Context: When the text goes beyond the limit, the AI can no longer retain context from earlier parts of the document.

For instance:

  • A 10-page document (~5,000 words) may translate into 10,000 tokens. If uploaded to GPT-3.5, which has a 4,096-token limit, only the first ~40% of the document will be considered.
  • GPT-4 Turbo, with its 128,000-token limit, can process up to ~60,000 words (approximately 200 pages) in one session.

AI’s Memory in Practice

The model’s ability to “remember” your uploaded document is directly tied to how many tokens fit within its limit:

  • Short Documents: Fully retained and analyzed.
  • Long Documents: Only partially analyzed unless broken into smaller chunks.

Challenges with Token Limits

Token limits create both technical and practical constraints, especially when working with large documents:

  1. Incomplete Analysis: Important sections of a document may be skipped if they don’t fit within the token capacity.
  2. Lack of Continuity: When working on multi-step analyses, the AI cannot retain context beyond the token limit, forcing users to repeat or re-upload parts of the document.
  3. Inefficient Workflows: For users handling large datasets, constantly chunking and re-uploading documents can be time-consuming.

What is Retrieval-Augmented Generation (RAG)?

Retrieval-Augmented Generation (RAG) is an advanced AI architecture designed to overcome the limitations of token-based memory. It combines the generative power of language models like ChatGPT with the efficiency of external information retrieval systems.

How RAG Works

  1. External Knowledge Base: RAG integrates with an external database or search engine where large volumes of data (e.g., documents, research papers) are stored.
  2. Dynamic Retrieval: Instead of loading all the data into the model’s memory, RAG retrieves only the most relevant information based on the user’s query.
  3. Generative Response: The retrieved data is fed into the AI model, which processes it alongside the query to generate a contextually accurate and detailed response.

In simpler terms, RAG acts as a bridge between massive datasets and token-limited AI models, allowing them to process and generate responses from data far beyond their memory capacity.


Advantages of RAG

RAG offers several benefits, especially for users who need to work with large documents or datasets:

  1. Overcomes Token Limits:
    • Instead of loading an entire document into ChatGPT, RAG retrieves only the specific sections that match the query.
    • This reduces token usage while maintaining accuracy.
  2. Scalable Workflows:
    • Ideal for enterprises managing large archives, such as legal case databases or product catalogs.
    • Supports queries across multiple documents, regardless of size.
  3. Cost Efficiency:
    • Reduces the need to process irrelevant data, optimizing token usage and reducing costs in pay-as-you-go AI systems.
  4. Contextual Precision:
    • Dynamically narrows down the context to relevant information, improving the accuracy and relevance of AI-generated responses.

Comparing ChatGPT and RAG for Document Analysis

FeatureChatGPT (Without RAG)ChatGPT with RAG
Document Size HandlingLimited by token capacityHandles virtually unlimited data
Memory ConstraintsFixed token limits restrict analysisDynamically retrieves relevant data
Ease of UseSimple interface for uploadsRequires setup and integration
ScalabilityLimited to single-session processingScalable across multiple datasets
CustomizationRestricted to pre-designed workflowsFully customizable to user needs

Real-World Use Cases of RAG and Token Optimization

1. Legal Research

  • Challenge: Law firms need to analyze hundreds of pages of legal precedents and contracts.
  • Solution: Using RAG, firms can store case documents in an external database and retrieve only the sections relevant to the current case, reducing token usage while maintaining accuracy.

2. Academic Research

  • Challenge: Researchers working with hundreds of journal articles often struggle to summarize or extract key points from large datasets.
  • Solution: RAG enables dynamic querying across the articles, allowing the AI to provide summaries or generate insights from the most relevant data.

3. Customer Support

  • Challenge: Companies often have extensive troubleshooting guides and FAQs, making it difficult for chatbots to retain all the information.
  • Solution: A RAG-based system retrieves specific answers from the knowledge base, ensuring accurate and timely responses to customer queries.

4. Healthcare

  • Challenge: Doctors and researchers need to access and analyze medical records, research papers, and guidelines in real time.
  • Solution: RAG helps healthcare professionals focus on relevant sections of medical literature or patient history without exceeding token limits.

Practical Strategies for Working with Token Limits

  1. Pre-Process Your Data:
    • Use summarization tools to condense your document before uploading it to ChatGPT.
    • Focus on extracting essential parts of the text.
  2. Chunk Large Documents:
    • Divide long documents into smaller sections that fit within the model’s token limit.
    • Use logical breaks, such as chapters or sections, to maintain coherence.
  3. Leverage RAG Systems:
    • Store large datasets in external knowledge bases like Elasticsearch or Pinecone.
    • Use dynamic retrieval to bring only the relevant parts into the ChatGPT session.
  4. Select the Right Model:
    • Use higher-capacity models like GPT-4 Turbo or GPT-o1 Pro for larger documents.
    • Anticipate future models like ChatGPT-5 for even greater token capacities.

Looking Ahead: The Future of Token Limits and Document Analysis

Increased Token Capacities

OpenAI has already expanded token limits with models like GPT-4 Turbo, which supports 128,000 tokens. Future models, such as ChatGPT-5 and GPT-o3, are expected to handle:

  • 512,000 tokens (ChatGPT-5): Equivalent to analyzing an entire book or multiple documents simultaneously.
  • 1,000,000 tokens (GPT-o3): Designed for enterprise-scale workflows, enabling seamless analysis of vast datasets.

Advanced Document Interaction

Anticipated advancements include:

  • Automated Chunking: AI systems that can intelligently break down documents into manageable sections.
  • Persistent Memory: AI models retaining context across multiple sessions for better continuity.
  • Enhanced Multimodal Capabilities: Models capable of analyzing not just text but also charts, tables, and visual data in documents.

Conclusion

Tokens are the lifeblood of AI memory, defining how much information models like ChatGPT can process at any given time. While these limits present challenges, tools like Retrieval-Augmented Generation (RAG) offer powerful solutions by dynamically retrieving relevant data from external sources. As token capacities expand and AI systems become more sophisticated, the ability to analyze massive datasets, retain context, and generate insights will transform industries.

By understanding how tokens work and leveraging strategies like RAG, you can maximize the potential of AI for your workflows, no matter how large or complex the data.

Let’s break down how token limits shape document workflows, compare ChatGPT’s features with custom solutions, and explore the future of AI with upcoming models like ChatGPT-5 and GPT-o3.


Token Limits: What Are They and Why Do They Matter?

Every conversation with ChatGPT revolves around tokens, the building blocks of text. From individual words to characters in complex terms, tokens determine how much content ChatGPT can process in a single interaction. The token limit refers to the total number of tokens that can be used in one session, combining the input text (your query or uploaded document) and ChatGPT’s response.

For example, GPT-3.5 supports up to 4,096 tokens. If you upload a document that consumes 3,500 tokens, there are only 596 tokens left for ChatGPT to respond. This limitation becomes even more significant when uploading large Word documents or PDFs for analysis.


Document Uploads: A Game-Changer with Constraints

ChatGPT’s file upload feature is a pivotal step forward for users who need to analyze documents like contracts, research papers, or technical manuals. It simplifies workflows and allows for seamless interaction with dense information.

How Document Uploads Work

  1. Upload your document in supported formats like .docx, .pdf, or .txt.
  2. ChatGPT tokenizes the entire text, counting every word or character as a token.
  3. Tokens from the document and your query are processed together within the model’s token limit.

Challenges of Document Uploading

While uploading documents is powerful, token limits impose practical restrictions:

  • Incomplete Analysis: Larger files often exceed token limits, leading to truncated responses.
  • Manual Splitting: Users may need to divide large documents into smaller sections.
  • Token Overhead: Uploaded text competes for token space with ChatGPT’s responses, reducing efficiency.

Maximizing Document Upload Efficiency

To work around token limits, users can implement strategies to maximize document-processing efficiency:

  • Split Large Files: Break documents into smaller parts that fit within the model’s token capacity. For example, a 50-page PDF can be divided into 10-page sections.
  • Pre-Summarize Documents: Use a tool to summarize the content before uploading, reducing token consumption.
  • Use Custom RAG for Context: Instead of loading an entire document, RAG setups dynamically retrieve and feed only relevant sections into ChatGPT.

For instance, a company uploading a 300-page policy manual can use RAG to store the text in a database and retrieve sections based on user queries. This bypasses token limits and ensures scalability.


ChatGPT Projects vs. Custom RAG: Which is Better for Documents?

With the recent introduction of the Projects feature, OpenAI has made it easier for non-technical users to tailor ChatGPT’s responses for specific tasks. However, for users managing extensive documents, custom Retrieval-Augmented Generation (RAG) setups provide more flexibility.

ChatGPT Projects

  • A user-friendly interface for managing tasks and workflows.
  • Drag-and-drop document uploads with built-in token tracking.
  • Pre-designed templates that simplify customization without coding.

Ideal for:

  • Shorter documents or workflows that stay within the model’s token limits.
  • Non-technical users who need quick solutions.

Custom RAG Setups

  • Integrates external databases to store and query large documents.
  • Dynamically retrieves only the necessary information, reducing token use.
  • Requires technical expertise for setup and maintenance.

Ideal for:

  • Large-scale document analysis beyond token limits.
  • Enterprises or organizations with extensive data repositories.

Token Limits Across Models

Understanding token capacities is key to selecting the right model for your needs. Here’s a comparison of current and upcoming ChatGPT models based on their token limits and use cases:

ModelToken LimitBest ForDocument Size
GPT-3.54,096 tokensBasic conversations and small tasks~2,000 words
GPT-4.08,192 tokensModerate document analysis~4,000 words
GPT-4 Turbo128,000 tokensLong-form processing~60,000 words (a novel)
GPT-o1 Pro256,000 tokensEnterprise-scale use cases~120,000 words

Looking Ahead: ChatGPT-5 and GPT-o3

Future models like ChatGPT-5 and GPT-o3 are expected to dramatically expand token capacities:

  • ChatGPT-5: Projected to support 512,000 tokens, enabling processing of entire books or large datasets in one go.
  • GPT-o3: With a rumored limit of 1,000,000 tokens, this model will cater to enterprises managing vast archives, research repositories, and multi-document workflows.

These advancements will eliminate the need for manual chunking and significantly enhance document analysis capabilities.


Use Cases for Document Uploads

1. Legal Document Review

Law firms can upload contracts, case files, and regulations for clause extraction and quick analysis. For larger files, GPT-4 Turbo or custom RAG setups ensure comprehensive reviews.

2. Academic Research

Researchers can upload journals, papers, or dissertations for summarization or Q&A sessions. Custom RAG solutions can link to external databases of prior studies for deeper insights.

3. Enterprise Operations

Businesses can analyze annual reports, policy documents, or manuals to extract actionable insights. With token limits increasing, future models will streamline this process further.

4. Customer Support

Uploading troubleshooting guides or FAQs for dynamic response generation can help automate customer support efficiently, even for extensive document repositories.


Final Thoughts

Token limits are a defining aspect of ChatGPT’s capabilities, particularly when working with document uploads. By understanding these constraints and leveraging tools like ChatGPT’s Projects or custom RAG setups, users can maximize efficiency and overcome token challenges. As token limits expand with models like ChatGPT-5 and GPT-o3, the potential for large-scale document analysis will grow exponentially, unlocking even greater possibilities for AI-driven workflows.

By selecting the right model and strategies, you can transform the way you interact with data and elevate your productivity.

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Written by  Jeremy Wheeler: Jeremy

I am a seasoned Solutions Architect with over 20 years of expertise in IT, specializing in cloud architecture, virtualization, and end-user computing solutions. My career highlights include working with top-tier technologies across multi-cloud platforms such as AWS, Azure, and Google Cloud. I have a proven track record of leading complex enterprise projects, including the development of tools like VMware’s Horizon Suite Sizing Estimator, which optimized hardware prediction accuracy for customers worldwide. With hands-on experience in virtualization technologies like VMware Horizon, Citrix, and Hyper-V, I excel in designing, deploying, and optimizing full-lifecycle solutions. My technical depth is complemented by 18 years of computer programming experience in PowerShell, Python, C++, .NET, SQL, and more. I am a published author and have contributed to industry literature, including works on desktop virtualization and user environment management. Recognized as a VMware vExpert for six consecutive years (2015-2020), I’ve also received multiple awards for excellence, such as VMware Spotlight and Our Best accolades. Currently, I leverage my knowledge to deliver innovative solutions, combining strategic insights and cutting-edge technologies like AI, as evidenced by my recent certification from MIT. Above all, I thrive on solving challenges and empowering teams to exceed customer expectations.

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