[BUG] Uploading skills to Claude Desktop running via gateway only transfers the SKILL.MD file not other files or folders

Preflight Checklist

• [x] I have searched existing issues and this hasn't been reported yet
• [x] This is a single bug report (please file separate reports for different bugs)
• [x] I am using the latest version of Claude Code

What's Wrong?

I am running Claude Desktop via a Gateway account provided to me. When I upload a skill to that account, SKILL.MD is transferred, but all other files and directories do not transfer. This does not happen when I deploy the same skill to my local account running on my own machine. See screenshot for compariton.

<img width="1541" height="451" alt="Image" src="https://github.com/user-attachments/assets/b6209f28-4fa4-4885-b0a3-e04fd0257dbb" />

What Should Happen?

I expect all of the files and directories to be transferred with the skill.

Error Messages/Logs

No errors reported; it is a silent fail.

Steps to Reproduce

1. Create Skill locally on Claude Desktop running on local PC.
2. Generate Skill ZIP file by exporting it.
3. Log out of Claude Desktop.
4. Log into Claude Desktop via the Gateway.
5. Upload the Skill to Claude Desktop.
6. Check that all files in the skill are present.

Claude Model

_No response_

Is this a regression?

I don't know

Last Working Version

_No response_

Claude Code Version

1.22209.3

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

PowerShell

Additional Information

_No response_