Where does the bug appear (feature/product)?
Cursor IDE
Describe the Bug
Attaching files from an external folder (outside the current workspace) into Agent/Chat used to create multiple path-reference pills (full absolute paths with purple ! icons).
Since around 2026-08-24, the same workflow produces a single upload-style attachment chip that shows only the filename, often with a PDF document icon even for .md files. Multi-select attach from Windows Explorer also no longer behaves like the old multi path-pill UI.
This worked normally through 2026-08-20. It started behaving incorrectly from 2026-08-24.
This may be related to the attach (content upload) vs @/path-reference split, but from a UX perspective it is a regression for the previous external-file linking workflow.
Conversation ID
N/A (UI/attachment issue; not a specific chat failure)
Already tried without success
- Restarted Cursor
- Reloaded window
- New chat / new Agent conversation
- Attaching via paperclip and via Windows Explorer drag-and-drop
- Selecting multiple files in Explorer (.py + .md)
Steps to Reproduce
- Open a workspace in Cursor (e.g. an EdgeGW project).
- In Windows File Explorer, open an external folder outside that workspace.
- Select one or more files ( .md, .yaml).
- Drag them into the Agent/Chat input, or attach via the paperclip.
- Observe the attachment UI.
Expected Behavior
- Multiple external files appear as stacked path pills.
- Each pill shows the full absolute path.
- Icons match file type / path-reference style (as before ~2026-08-20).
Actual Behavior
- Attachment appears as a filename-only chip (upload style).
- .md often shows a PDF-like document icon.
- Multi-file linking no longer matches the previous path-pill behavior.
Screenshots / Screen Recordings
- Before (working, ≤2026-08-20): path pills with full paths + purple ! icons, multiple files stacked
- After (broken, from 2026-08-24): single chip EGW_demo_client_traffic.md with PDF-like icon inside the chat input
- Source selection in Explorer: demo_client.py + EGW_demo_client_traffic.md selected together
Screenshots / Screen Recordings
Operating System
Windows 10/11
Version Information
Version: 3.17.19 (user setup)
VS Code Extension API: 1.128.0
Commit: ae3a2b7231dd56194447fe4570dfdc61640b1e90
Date: 2026-08-24T06:42:14.583Z
Layout: IDE
Build Type: Stable
Release Track: Default
Electron: 40.10.3
Chromium: 144.0.7559.236
Node.js: 24.15.0
V8: 14.4.258.32-electron.0
xterm.js: 6.1.0-beta.291
OS: Windows_NT x64 10.0.26200
For AI issues: which model did you use?
N/A (attachment UI issue; reproduces before model response)
For AI issues: add Request ID with privacy disabled
No - Cursor works, but with this issue
Additional Information
- Repro files are typical text docs (.md / .yaml), not binary Office files.
- Goal is the old external path-link / multi-context behavior, not only content upload.
- Please confirm whether this is intentional allowlist routing (md/yaml → content upload) or a regression in the Windows attach/DnD path after the mid/late August builds.
Does this stop you from using Cursor
No - Cursor works, but with this issue


