

In Outlook for Mac 2011 version 14.2.5 and later versions and in Outlook 2016 for Mac, every time that you quit and start Outlook when logging is enabled, a new log file is created.

The following table below describes location of log files depending on the version: Outlook for Mac edition Log files location is different depending on the edition and version of Outlook for Mac in which the logs were being collected.
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If you need to leave logging enabled for several hours (or days) make sure that you have enough amount of free hard-drive disk space. If logging is not switched off, the log files size will continue to increase and may occupy all free hard-drive disk space. Once you have collected logs of reproduced issues you can contact Support and provide those logs for troubleshooting. Note: it is very important to disable logging once you have reproduced the issue or finished troubleshooting. In Outlook for Mac 2011 version 14.2.5 and later versions and in Outlook 2016 for Mac, every time that you quit and start Outlook when logging is enabled, a new log file is created. If you want to capture issues that occur when Outlook starts or issues with Autodiscover, then you need to restart Outlook once logging was enabled. Once logging is enabled, you should reproduce the issue and then disable logging by returning to Errors window and switching off logging option. In the Sync Errors window, click the Gear icon.Select the Turn on logging for troubleshooting option, and then click OK.
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How to enable logging Outlook 2011 for Mac In Outlook 2016 for Mac version 15.12.3 and later versions, there is an additional list of features that are also logged:

