Problem: In Windows 10 environment, When try to open Microsoft Outlook 2016 (or another Office application on Windows Terminal Services), error message below prompting:
"Something is wrong with one of your data files and outlook needs to close."
"Outlook couldn't start last time. Safe mode could help you troubleshoot the problem, but some features might not be available in this mode."
"Do you want to start in safe mode?"
Event viewer show below error happen:
Event ID: 2000
Source: Outlook
Faulting module path: C:\Program Files (x86)\Microsoft Office\Root\Office16\mspst32.dll
Solution: Remove resiliency registry key
Resiliency registry key for Outlook is new for Outlook 2002. If no problems are encountered, the Resiliency key is deleted. If one of the many tests that Outlook makes at startup fail, TermSrvCopyKeyOnce subkeys are written under Resiliency key and is not deleted. If the key remains, the next start of Outlook gives the prompt.
Step 1: Open Registry Editor (regedit) with Administrator right.
Step 2: Check if Resiliency key exists: HKLM\SOFTWARE\Microsoft\Windows NT\CurrentVersion\Terminal Server\Install\Software\Microsoft\Office\16.0\Outlook\resiliency.
Step 3: Delete Resiliency key if found.
Note: Backup registry key before delete.
Reference
EventID.Net: Event ID: 2000 Source: MicrosoftOffice11
SpiceWorks: Outlook 2003 always asks Safe Mode on Terminal Server
