Comment by etaioinshrdlu

It makes sense - i build something very similar for my company over the last couple weeks :)

I have a tweak that allows pasting images to claude code over SSH:

How it works:

PTY Interception: It creates a pseudo-terminal (PTY) to wrap the SSH process, allowing it to sit as a "man-in-the-middle" between your keyboard and the remote shell.

Bracketed Paste Detection: It monitors stdin for "bracketed paste" sequences (the control codes terminals send when you Cmd+V or drag-and-drop a file).

The "Hook": When a paste occurs, it pauses execution and scans the text for local macOS file paths.

Auto-Sync: If a local path is found, it immediately syncs that file to the remote server (using the provided SSH key) in the background.

Transparent Forwarding: Once the sync is complete, it forwards the original text to the shell.

You can drag and drop a file from your local Finder into a remote SSH session, and the file is automatically uploaded to the server before the path appears on the command line. Also works with copy paste, screnshots.