Monthly Archives: August 2015

Please Don’t In-Place Upgrade Your Lync OS

I felt the need to blog about this quickly as it’s a question that’s coming up very frequently on the TechNet forums as firms are looking to perform an in-place upgrade of Lync Server 2013 to Skype for Business Server 2015.  Many have deployed Lync on Windows Server 2008 R2, and they’d like to move to Skype for Business Server on Windows 2012 R2.  Many want this simply because they want a more recent operating system.  Further confusion arises from the TechNet article found here:  Many read that Windows 2008 R2 is not listed as a supported operating system and stop reading.  There is a further note that says:

You may have noticed Windows Server 2008 R2 isn’t on this list. That’s because we recommend Windows Server 2012 R2 for all new servers to be used for SFB. You should only be using Windows Server 2008 R2 when you have existing servers with Lync Server 2013 already installed, and you’re intending to do an in-place upgrade of them.

If you fall into this category, in hopes that you find it in your research, this blog is simply here to say DON’T DO IT!  If you want to move to Windows 2012 R2 as part of your upgrade, please build fresh servers and move your users and objects over.  Not only is this a supported upgrade path, there’s less downtime and potentially less risk as you can test and pilot all features before moving objects.  In-place upgrades of the OS are unsupported and have been well known to break Lync.  If you want some more evidence beyond my random blog, some of the comments in Doug’s blog post (two pages of comments) are a fun read:


Issue: Skype for Business Client Will Not Perform Transfer

This one was brought up on the TechNet forums by Igor Kravchenko and others.  MVP Richard Brynteson ( and has brought it to Microsoft’s attention previously, so they are aware of the issue though I haven’t seen any word on when or if it will be fixed.

The issue itself is when transferring a call with the Skype for Business UI, if you search for a contact, right click, and try to choose the number or voicemail you’d like, nothing happens.  You’re still stuck in the transfer window.  This has left plenty of users confused and frustrated.

Figure 1: Wrong Way


There is however a proper way to perform the transfer and is another great example of why user training and enablement is so critical.  If you hover over or right click the contact’s picture, you’ll see a phone icon.  Clicking the phone icon gives you the same menu, however this time it’s functional.

Figure 2: Right Way


Hopefully that help if you were confused.  If you’re an admin who has or is considering switching to the SkypeUI interface, it’s worth your time to make sure your users are aware of this quirk before they struggle.