Resolve OfficeConnect Update Errors
How to fix errors that occur when updating OfficeConnect to a new version.
Symptom: When updating OfficeConnect, you see:
An error occurred while downloading the update. Details: The underlying connection
was closed: An unexpected error occurred on a send.
Common causes and fixes
Cause 1: Network or proxy blocking the update
Your corporate network or proxy may be blocking the update download.
Fix: Work with your IT team to allowlist the Workday update servers. Alternatively, download the latest installer manually from Product Downloads in Workday and install it directly — bypassing the auto-update.
Cause 2: TLS version too old (Windows 7)
If you’re on Windows 7, your system may be using TLS 1.0 or 1.1. Workday dropped support for these between 2017 and 2019.
Fix: Work with IT to enable TLS 1.2 as the default on Windows 7 (see Microsoft’s documentation for instructions). Or upgrade to Windows 10/11.
Cause 3: Corrupted installation
Sometimes a partial update leaves OfficeConnect in a broken state.
Fix:
1
Uninstall OfficeConnect
Go to Start → Settings → Apps & Features, find OfficeConnect, and click Uninstall.
2
Download the latest installer
Get the current
OfficeConnectSetup.exe from Product Downloads in your Workday Adaptive Planning instance.3
Run the installer
Install fresh. This eliminates any partial-update state.
Still stuck?
Run the Troubleshooting Tool to generate a diagnostic log and send it to Workday Support.