So I spent my Sunday upgrading to Windows 10. I already have my surface on Windows 10, but I wanted to walk the experience of setting up Windows 10 and getting right on to Office 365 for the full single sign on experience. The upgrade was flawless, I even let Windows just keep my files and scrap my programs which gives me a slightly cleaner upgrade. I was never a fan of straight upgrades of on operation system, but Microsoft has been doing an awesome job and I have to say, I am sold.
Joining Azure AD
The first step in getting the single sign-on experience with Windows 10 is joining your computer with Azure AD. Traditionally there have been two options available for a Windows Computer professional and above
- Workgroup (default)
- Join Domain
Since Windows 10 is more of a cloud centric OS, Microsoft has included the option to join Azure AD which essentially uses the cloud and your Office 365 identities to authenticate instead of an on-premise domain.
From there I logged out of my profile and tried to create a new profile based on my Office 365 credentials. Everything kind of spiraled downhill from there. I got some errors around authenticating my user which I was eventually able to skip. Once into my profile with my Office 365 credentials I was pleasantly surprised that Windows Mail was already configured.
I then went to configure Outlook. I had to enter my credentials manually, I was hoping they’d be picked up automatically…Once I entered everything, it did work…just not the out of the box experience I was hoping for. One interesting bit was it requesting for my domain creds for Azure AD, which it uses what looks like Azure AD as the primary domain.
I had the same experience with Skype for Business. I launched it, and it wanted me to provide credentials. Again I was hoping for the single sign-on experience.
One Drive for Business wants my library URL, which I guess is forgivable since you could have many.
All in all, it isn’t the experience I was hoping for. Once everything is setup, it’s fine…but I could have done the same thing with a normal account.
I will keep plugging away and see what I come up with.