Projects: How I Query Multiple Files at Once in ChatGPT and Claude

AI is great at analyzing and cross-referencing documents. That's why, when working with multiple reference documents for an assignment, I group them in ChatGPT or Claude using Projects

Saving reference docs in a Project means I don't have to open and search them individually or re-upload them for a new chat. The files stay ready to query whenever I need them. When I have a question, I ask it in the Project chat.

Projects also let me check my work against all the references at once – instead of going through each one manually, the AI flags inconsistencies and helps me stick to the rules.

When to use Projects

Projects are useful for:

  • Preparing for an interpreting assignment

  • Translating with a style guide or glossary

  • Working across multiple files under pressure

How to set up a Project on ChatGPT

Step 1

Look for Projects in the sidebar. (You may need to open the sidebar first.)

Click New Project

ChatGPT Projects feature for querying multiple files and organising AI workflows

Projects in ChatGPT

Step 2

Name your Project. 

Click the smiley face to add an icon or color. 

Click Create Project. The Project will appear under Projects in the sidebar.

Creating a ChatGPT Project to organise files and streamline AI workflows

Create project window 

Step 3

Click the Project name to open the Project settings. 

ChatGPT Project settings to customise AI workflow and manage multiple files

Project settings window

Add Instructions to the Project. For example:

  • Role: Act as a professional [language A] <> [language B] translator with expertise in the subject matter specified in the project files.

  • Style: Follow the uploaded guide strictly (tone, register, punctuation, capitalization).

  • Output: Provide a clean final text unless otherwise requested (no explanations or commentary)

Step 4

Click Sources, then Add Sources to upload reference materials. You can upload up to 5 files on a free account. 

Uploading sources in ChatGPT Projects to analyse multiple files and improve AI workflow

Add sources window

Step 5

Start a chat in the Project. 

You can ask a question about an uploaded document (e.g., What does [source 1] say about [topic]?)

Or ask ChatGPT to complete a task using the sources as references. For example, upload a document and ask it to translate it using your glossary and style guide. 

How to set up a project on Claude

Step 1

Click the Projects icon (stacked folders) in the sidebar. 

Claude Projects feature for organising files and managing AI workflows

Projects in Claude

Step 2

Click New Project.

Step 3

Name the project. Add a description if needed.

Creating a Claude Project to organise files and streamline AI workflows

Create a personal project window

Step 4

In the right panel, find Instructions and click the + sign. Add guidelines for how Claude should work. For example:

  • Role: Act as a professional [language A] <> [language B] translator with expertise in the subject matter specified in the project files.

  • Style: Follow the uploaded guide strictly (tone, register, punctuation, capitalization).

  • Output: Provide a clean final text unless otherwise requested (no explanations or commentary)


Click Save instructions.

Step 5

Find Files below Instructions, then click the + sign.
Click Upload from device to add files or Add text content to type or paste text. You can also upload sources from GitHub or Google Drive. 

Adding instructions and uploading files in Claude Projects to manage multiple documents and improve AI workflow

Add instructions and files to a project on Claude

Step 6

Start a chat within the project using your sources as references. 

Using Claude Projects chat to query multiple files and analyse documents with AI

A project chat on Claude

Tips

1. To save time, create shortcuts and add them to the instructions. For example: 

When I say SG followed by a string of text, interpret that to mean “What does the style guide say about [string of text]? 

Or

When I say GL followed by a string of text, interpret that to mean “What is the target glossary term for [string of text]? 

2. For best results, upload detailed prompts as sources. Then add instructions like: “When I prompt you to ‘QA [document, text etc.], reference the ‘QA prompt’ document for instructions.”

3. To protect client confidentiality, always opt out of improving the model. In ChatGPT: Settings > Data Control > Turn off “Improve the model for everyone.”In Claude: Settings > Privacy > Turn off “Help improve Claude.”

Create an easy way to work with multiple files in ChatGPT or Claude. I use them to query files, QA translations, and maintain consistency across documents.

It saves time and works well most of the time – but it isn’t infallible, so I still recommend verifying the output.

If you found this helpful, there’s more in the techforword insiders community, where I host webinars to help translators and interpreters get more out of technology.

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