Symptoms
In Microsoft Skype for Business Server 2019 or Skype for Business Server 2015, a Skype for Business on Mac user updates his profile picture, but other users can't see it. After the Mac user signs in to a Skype for Business for Window client, other users can see his latest photo.
Resolution
To fix this issue, install one of the following updates:
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For Skype for Business Server 2019, install the December 2019 cumulative update 7.0.2046.151 for Skype for Business Server 2019, Core Components.
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For Skype for Business Server 2015, install the July 2019 cumulative update 6.0.9319.559 for Skype for Business Server 2015, Web Components Server.