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At certain times, it may become necessary to troubleshoot OAB downloads from the client-perspective. This has been used for both internal and external customer issues with OAB and I thought would prove useful to discuss.
We can get a general, overall view of what is occurring on the client machine, according to BITS, via Windows PowerShell:
Get-BitsTransfer –AllUsers | Where{$_.DisplayName -ilike 'Microsoft Outlook Offline Address Book*'} | FT -AutoSize
JobId DisplayName TransferType JobState OwnerAccount
----- ----------- ------------ -------- ------------
a0f7b061-ac0d-4032-8310-65744c2a136b Microsoft Outlook Offline Address Book 029229376bac9a44b09855c03dcebef6 Download Error <REDACTED>\johnbai
daf20558-f80e-46f1-92e1-fcf3557f2eb9 Microsoft Outlook Offline Address Book 029229376bac9a44b09855c03dcebef6 Download Error <REDACTED>\johnbai
697758cd-22c9-4cd2-ad7b-749a0a673b20 Microsoft Outlook Offline Address Book 029229376bac9a44b09855c03dcebef6 Download Error <REDACTED>\johnbai
9fc762e3-64a7-4d74-a302-9695982330fc Microsoft Outlook Offline Address Book 029229376bac9a44b09855c03dcebef6 Download Error <REDACTED>\johnbai
02b619ce-28da-41a7-a7f7-b1537859e24e Microsoft Outlook Offline Address Book 029229376bac9a44b09855c03dcebef6 Download Error <REDACTED>\johnbai
3fcb0305-b6b4-49e4-ab7c-2d0b8d05b4cc Microsoft Outlook Offline Address Book 029229376bac9a44b09855c03dcebef6 Download Error <REDACTED>\johnbai
18dc84c8-563e-4fd3-8715-63dbedc04bc0 Microsoft Outlook Offline Address Book 029229376bac9a44b09855c03dcebef6 Download Error <REDACTED>\johnbai
b5bbbb4f-c5cc-4c72-9ab3-79268e49c26e Microsoft Outlook Offline Address Book 029229376bac9a44b09855c03dcebef6 Download Error <REDACTED>\johnbai
f29e4b69-46fc-4ca7-9c0c-759165b0f94a Microsoft Outlook Offline Address Book 029229376bac9a44b09855c03dcebef6 Download Error <REDACTED>\johnbai
c58fec18-d563-424b-ba47-f0dcf3d9c202 Microsoft Outlook Offline Address Book 029229376bac9a44b09855c03dcebef6 Download Error <REDACTED>\johnbai
89ac88cb-3b4d-47b6-b6d2-d2c877d8028b Microsoft Outlook Offline Address Book 029229376bac9a44b09855c03dcebef6 Download Error <REDACTED>\johnbai
We can also deep-dive into the issue, as far as BITS reporting goes via the command 'bitsadmin /list /verbose':
So, in this case, the user (myself) was receiving a 401 when attempting to download the OAB.