The Problem

I have a personal Microsoft account and an organizational Microsoft account for work.  I log into my work machine with my personal account and Office 365 with my organizational account.  Recently SkyDrive Pro kept prompting me for credentials and was refusing to sync content with my libraries in various Office 365 sites.

“We can’t connect to the specified SharePoint site…”

Ok…weird.  You were connected last week and I’ve got about 200MB of content synced from over the course of the past 3 months.  What gives?

The Solution

I was logged into Microsoft Office with my personal account.  When I opened Word, for example, in the upper-right corner it listed my personal email.  I clicked “Switch Account” and logged into Office with my organizational account.  At that point, I tried to sync some of my libraries from Office 365 and it was finally successful.

(this is my organizational account…the important thing to note here is the “Switch Account” link)

I’m not sure how things changed, but this was the fix that worked for me.  I couldn’t find anything quickly anywhere that mentioned doing this.  Cool?  Cool.