I have an exchange 2010 environment, and clients running outlook 2007 with cached exchange mode turned on.
Support for Outlook 2000 was dropped with Exchange 2007, Exchange 2010 only supports Outlook 2003 (post SP2). In the diagram below you can see this server is performing public folder AND web based distribution, this is probably because you ticked this box when you installed the product.
This blog is split in two parts, first covering checkpoints for a correct setup for GAL pictures and the second Outlook client troubeshooting focused on Exchange Cached Mode.
Setting pictures in Active directory is a great feature as you have a centralized location you can manage the company pictures.
For web-based distribution make sure the site is up.
Exchange 2013/2016 Exchange 2013/2016 will only be distributing the OAB via web-distribution. For all versions of Outlook (since 2003) you have two choices, either take Outlook out of cached mode* (so it queries the ‘live’ global address list).