I haven’t encountered this issue myself, but here are some factors that could cause delays or problems with files showing up in the “Files” tab:
File size (monday has a per-file limit of 500MB)
Note: 500MB is the maximum file size for each individual file. If the files you’d like to upload are bigger than that, you can create a zip file and upload that instead, or upload them from Google Drive or Dropbox.
Internet connection type (hardwired Ethernet is often more stable than Wi-Fi)
Upload speed and overall network performance
Whether you’re using the desktop app, browser, or mobile app
Number of automations or integrations running on the board, which can impact performance
The monday subscription plan you’re on (Enterprise, Pro, CRM, Work Management, etc.) as performance and features can vary
Also, have you contacted monday Support to report this? Support can sometimes identify account-specific issues that cause delays or sync problems.
Appreciate you sharing your experience to help get this addressed!