Skip to main content

Overview

The Drive AI supports multiple ways to upload files to your workspace. Once uploaded, files can be automatically organized by AI or manually arranged.

Upload Methods

Drag and Drop

The quickest way to upload files:
1

Select Files

Open Finder (Mac) or File Explorer (Windows) and select the files you want to upload.
2

Drag to Workspace

Drag the selected files into The Drive AI browser window.
3

Drop

Release the files anywhere in your workspace. You’ll see a drop zone indicator when files are ready to be dropped.
Drag and drop files into The Drive AI
You can drag entire folders to upload all contents at once, preserving the folder structure.

New Button

Use the toolbar for a more traditional upload experience:
1

Click New

Click the New button in the toolbar at the top of your workspace.
2

Select Upload File

Choose Upload File from the dropdown menu.
3

Choose Files

Select one or more files from your computer using the file picker.
Upload files using the New button in toolbar

Supported File Types

The Drive AI handles a wide variety of file formats:

Documents

FormatExtensionFree PlanPremium Plan
PDF.pdfYesYes
Word.docx, .docYesYes
Text.txtYesYes
Rich Text.rtfYesYes

Spreadsheets

FormatExtensionFree PlanPremium Plan
Excel.xlsx, .xlsYesYes
CSV.csvYesYes

Presentations

FormatExtensionFree PlanPremium Plan
PowerPoint.pptx, .pptYesYes

Media Files (Premium Only)

FormatExtensionFree PlanPremium Plan
Images.png, .jpg, .jpeg, .gif, .webpNoYes
Audio.mp3, .wav, .m4aNoYes
Video.mp4, .mov, .aviNoYes
Premium plan unlocks full media support including image analysis, audio transcription with speaker identification, and video processing.

What Happens After Upload

When you upload files to The Drive AI, the following happens:

1. File Processing

The AI reads and analyzes your file contents. This includes:
  • Extracting text from documents and PDFs
  • Performing OCR on images (Premium)
  • Transcribing audio files (Premium)
  • Analyzing video content (Premium)

2. Auto-Organization (If Enabled)

If you upload files to the root of your workspace, The Drive AI can automatically:
  • Analyze the content and context of each file
  • Identify relationships between files
  • Create appropriate folder structures
  • Place files in logical locations
You’ll see a status indicator: “Uploading 5 file(s), and auto-organizing…“

3. Ready to Use

Once processing is complete, your files are:
  • Fully searchable
  • Available for Chat Mode queries
  • Ready for Agent Mode actions

Upload Limits

Storage Limits

PlanStorage
Free5 GB
Premium100 GB

File Size Limits

Individual file size limits depend on your plan and file type. Large files may take longer to process.

Tips for Uploading

Upload multiple files at once by selecting them all before dragging. The AI will process and organize them together, recognizing relationships between related files.
When you drag a folder, the original structure is preserved. You can then use Command+K to let AI re-organize if desired.
The Drive AI can detect and handle duplicate files. During organization, duplicates may be flagged or consolidated.
For large batches of files, upload in stages to monitor progress and ensure successful processing.

Troubleshooting Uploads

  • Check your internet connection
  • Verify the file isn’t corrupted
  • Ensure you have enough storage space
  • Try uploading a smaller batch
  • Large files take longer to process
  • Complex PDFs with many images may need extra time
  • Check the notification panel for status updates
  • Verify the file extension is in the supported list
  • Some formats require Premium plan
  • Try converting to a supported format

What’s Next?