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ChatGPT vs Claude for File Upload and Reading: limits, integrated tools, management, and automation

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Both platforms are now central solutions for those who need to consult, analyze, and transform documents and datasets directly within an AI environment.


Access to large files, the ability to extract structured data from complex reports, the option to integrate Python automations, and privacy management have become critical elements in digital and corporate workflows.
The differences between ChatGPT and Claude go beyond the list of supported formats, manifesting in how each system handles limits, storage, security, and user collaboration, with concrete impacts on the productivity of teams, professionals, and companies working with sensitive data or growing volumes of documentation.


ChatGPT allows versatile management of many file types.

OpenAI’s platform lets users upload, read, and analyze almost any useful format in digital work, with some of the highest size limits in the industry.

ChatGPT (using GPT-4o and o3-pro models) supports a broad array of formats: PDF, DOCX, TXT, RTF, Markdown, images (PNG, JPG, WebP, GIF), PowerPoint presentations, Excel and CSV files, HTML, JSON, XML, Jupyter notebooks, and major code languages.The system also enables automatic analysis of data, charts, conversions, and direct queries on content.


Limits and operational possibilities of ChatGPT

The platform imposes much higher quotas and limits than many competitors, but files are only stored for short periods.

Parameter

ChatGPT Plus/Team

ChatGPT Free

Notes

Max file size

512 MB (all formats)

20 MB


Tokens per file

up to 2 million

50,000


Files per chat

up to 80 files

3 files/day


Context window

256,000 tokens

32,000 tokens


File retention duration

3 hours

3 hours

48 h for Enterprise

Available environments

Python sandbox, Deep Research

data analysis, automation

Integrated features enable not just data extraction but also dataframe generation, visualization, text conversion, and the ability to ask targeted questions about very complex documents.



Claude adopts a structured and collaborative approach to documents.

Anthropic’s solution prioritizes consistency, automation through API, and file persistence, with tools designed for teams and repetitive workflows.

Claude Opus 4 and Sonnet 4 handle multipage PDFs, DOCX, CSV, HTML, TXT, standard images, and unstructured data, both through chat and the Files API.Files can be accessed by multiple users in the same workspace and remain available until explicitly deleted.


Summary table: Claude document limits and features

Parameter

Claude Chat

Claude Files API

Notes

Max file size

30 MB (per file)

500 MB (per file)


Files per chat

up to 20


User storage

100 GB per organization

shared, centralized access

Context window

200,000 tokens

200,000 tokens


File persistence

session duration

until explicit deletion


File accessibility

single user

workspace members


With the Files API, you can integrate mass uploads and processing into company workflows, maintain a history of analyzed documents, and reuse the same files across projects.



__________

Analysis tools: Python, tables, and built-in automation for complex data.

Both platforms allow data analysis on datasets, tables, financial reports, and code, with advanced scripting environments.

Functionality

ChatGPT

Claude

Table/Excel analysis

native (Python sandbox, agents)

native (Code Execution Tool/API)

Chart generation

integrated

integrated

Python script execution

yes

yes

Multi-document processing

in chat

via API and Files API

Downloadable output

yes

yes

This ability to work directly with data, charts, and scripts without leaving the platform is one of the biggest strengths for both systems in business and data analysis environments.



Quotas, limits, privacy, and security differentiate the user experience between the two systems.

Each platform imposes specific rules regarding limits, retention times, file access modes, and privacy and security measures.

Aspect

ChatGPT

Claude

Upload quota

80 files/session (Plus), 3 files/day (Free)

20 files/chat, daily message quota varies

File retention

3 hours (default), 48 h (Enterprise)

unlimited with API

Privacy & security

encryption, SOC 2/ISO 27001 certifications, role granularity

encryption, ISO 27001, SOC 2, roles and granular access

Sharing

single user or team (paid)

shared workspace, centralized management

Limit stability

constant, except slowdowns on very large files

variable, sometimes lowered without notice

These aspects are especially important for teams managing constant flows of sensitive data, long-term archives, or those requiring regulatory compliance.


Pricing models adapt to different needs.

ChatGPT offers an all-inclusive monthly subscription for individual users or small teams; Claude prefers a pay-per-use model and provides an API with centralized file management.

Cost item

ChatGPT Plus/Team

Claude Opus 4 (API/Chat)

Fixed monthly fee

$20/month (Plus), $30/month (Team)

Token cost

included

≈ $0.015/1,000 input tokens, $0.045/1,000 output tokens

File upload/download

included

included (API, subject to storage limits)

Upload limits

80 files/session

pay-per-use, shared storage

For those who occasionally work with large files, ChatGPT may be more cost-effective. For repetitive and collaborative workflows or those needing persistent storage, Claude’s Files API offers greater control and automation.


Practical experience and platform choice depend on workflow needs.

The choice between ChatGPT and Claude for file management heavily depends on speed, automation, data retention, and preference between immediate interaction and a structured workflow.

  • ChatGPT is preferable for quick uploads, working with large files, one-shot analysis, and fast automation via Python and dedicated agents.

  • Claude, thanks to the Files API infrastructure and workspace sharing, offers advantages for those needing persistent archives, recursive document automation, and collaboration between multiple users or departments.


The main difference today lies in how each manages limits, quota stability, and storage approach: ChatGPT excels for immediate performance and versatility, while Claude stands out for structure, retention, and long-term automation.



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