Recently I ran into a rather annoying issue and after lots of testing and research I think I found the reason. Here's the scenario: Windows SharePoint Services 3 site, internal access http://wss3, external https://share.domain.com:444. Central Admin Alternate Access Mapping had the default zone http://wss3 and the intranet sone https://share.domain.com:444. The site works great from inside and outside the network. Outlook 2010 installed on laptops. The Outlook users browse to http://wss3 i... [More]