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File & Image Upload in Chat

Chat lets you upload files and images directly into your conversations. Analyze documents, extract insights from images, or work with multiple files at once, all within the same chat interface.

Written by Daniel

What You Can Upload

BlackMountain Chat supports a wide range of file types for analysis and conversation.

Supported File Types

  • Documents — PDF, DOCX, TXT, Markdown

  • Spreadsheets — XLSX, CSV

  • Images — PNG, JPG, JPEG, GIF, WebP

  • Code & Data — JSON, XML, YAML

File size limits:
Individual files can be up to 25 MB. For larger files or batch processing, consider using an Integration.


How to Upload Files

Upload files directly from your device into any chat conversation.

Uploading a Single File

  1. Open a chat or start a new conversation

  2. Click the file upload button (paperclip icon) in the chat input area

  3. Select a file from your device

  4. The file will appear as an attachment in the input field

  5. Add your prompt or question

  6. Click Send to submit


Uploading Multiple Files

You can upload multiple files in a single message to compare, analyze, or reference them together.

  1. Click the file upload button

  2. Select multiple files (hold Cmd/Ctrl to select more than one)

  3. All files will appear as attachments in the input field

  4. Add a prompt that references all files (e.g., "Compare these three documents")

  5. Click Send

Tip:
You can upload up to 5 files per message. For larger document collections, use the Knowledge Hub to organize and query multiple files at once.


Working with Uploaded Files

Once uploaded, files become part of the conversation context. The AI model can read, analyze, and reference their content.

What the AI Can Do with Files

  • Summarize long documents or reports

  • Extract key data, tables, or sections

  • Compare multiple documents and highlight differences

  • Answer questions based on document content

  • Translate or reformat content

  • Analyze charts, diagrams, or images in visual files


Removing a File Before Sending

If you uploaded the wrong file, you can remove it before sending the message.

  1. Locate the file thumbnail in the input field

  2. Click the X icon or Remove button next to the file

  3. The file will be removed from the message

  4. Upload a different file or proceed without attachments


Image Upload & Analysis

Upload images to analyze visual content, extract text, or describe what's in the image.

How to Upload an Image

  1. Click the file upload button

  2. Select an image file (PNG, JPG, JPEG, GIF, WebP)

  3. The image will appear as a preview in the input field

  4. Add your prompt (e.g., "What does this chart show?")

  5. Click Send


What the AI Can Do with Images

  • Describe the content of the image

  • Extract text from screenshots or scanned documents (OCR)

  • Analyze charts and graphs to summarize data trends

  • Identify objects, logos, or visual elements

  • Suggest improvements for designs or layouts


File Upload in Conversations

Uploaded files remain part of the conversation context until you start a new chat or branch the conversation.

File Persistence in Chat

  • Files are available for the duration of the conversation

  • You can reference uploaded files in follow-up messages (e.g., "Based on the document from earlier...")

  • Files are not automatically carried over to new chats

  • Use Context Branching to create a new conversation while keeping the file context


Re-Uploading Files in a New Chat

If you need to work with the same file in a new conversation:

  1. Start a new chat

  2. Upload the file again

  3. Continue your analysis or ask new questions


Troubleshooting File Uploads

My file didn't upload

  • Check the file size — files must be under 25 MB

  • Verify the file format — unsupported formats cannot be uploaded

  • Try re-uploading the file

  • Check your internet connection


The AI didn't analyze my file

  • Make sure you included a prompt in your message (e.g., "Summarize this document")

  • Some file formats may have limited support for certain types of analysis

  • Try rephrasing your question to be more specific


I can't upload multiple files

  • The maximum number of files per message is 5

  • If you need to work with more files, upload them in separate messages or use the Knowledge Hub


Best Practices for File Upload

  • Be specific in your prompts — instead of "Analyze this," try "Summarize the key findings from this report"

  • Upload relevant files only — too many unrelated files can dilute the AI's focus

  • Use descriptive filenames — this helps you track which files you uploaded in longer conversations

  • Combine file types — upload a chart (image) and a report (PDF) together for comprehensive analysis


Next Steps

Now that you know how to upload files and images:

  • Explore Chat Functionalities — Learn about other features like Web Access, Pinning Notes, and Model Selection

  • Use the Knowledge Hub — Upload documents to a centralized knowledge base for persistent access across chats

  • Create Assistants — Build Assistants with file attachments for recurring tasks

Need help? Visit our FAQs & Troubleshooting collection or contact support.

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