Windows – SkyDrive desktop app with Windows 8.1

I don't think that you will get a reasonable answer from the Microsoft support forums. I've tried there myself any number of times and you only get generic answers unless they have a fix.

In the case of both SkyDrive and SkyDrive Pro (part of the Office 365 SharePoint Online service), sync failures are no uncommon.

There are a number of things that might fix the issue. The most common is for the authentication to have a fit. Re-authenticating can be troublesome and may require you to mess around in the various places authentication can happen. In your case, this might include the browser (IE), MS Office and Windows 8 itself.

You might also have hit a file type that SkyDrive will not sync. SkyDrive is NOT DropBox even though the features seem similar initially. Try removing the offending files to a non-sync'd folder, ensure that sync is working OK then put them back one at a time. SkyDrive cannot sync certain file extensions and has a file name limit - 256 I think - that INCLUDES the whole URL.

I've not had this problem myself with SkyDrive, but we do get similar problems regularly with SkyDrive Pro. In that case, often the only way to get things working again is to remove all of the sync'd folders and start again. So the final approach for you would be to disconnect W8 from your SkyDrive, reboot then reconnect it again.

Sorry this is not a definitive answer but I'm afraid that MS have never been that good at writing sync systems. You will find vast arrays of information regarding problems with previous attempts such as ActiveSync, Offline folder sync, Briefcase, etc.

Each Skydrive account is tied to a single MS account. You can share files and such with others, and access the SkyDrive.com site from wherever, but not log into the actual SkyDrive account with multiple MS user accounts (especially when dealing with the Windows 8.1 integrated version).

From Windows 8 SkyDrive: FAQ:

Do I have to sign in to my PC with a Microsoft account to use SkyDrive?

Yes, you need to sign in with a Microsoft account to browse your SkyDrive and keep your files and settings in sync. If you sign in with a local account, you can only use the SkyDrive app to browse your PC. To browse your SkyDrive files, you'll need to go to SkyDrive.com.

and

Can I sign in with a different account to browse a different SkyDrive?

You can't switch between accounts in the SkyDrive app. When you sign in to a PC with your Microsoft account, you're automatically signed in to SkyDrive with that account. You can still get to SkyDrive files for a different account by going to SkyDrive.com.