Well I was told to download Speedfan and hit the SMART tab.

I hit smart tab. Scanned main HD. Looked good.
Scanned secondary HD (only used for pics, vids and music) and a red dot showed up on the left.

Here is a pic.



Guess I need a new secondary HD.
I'm assuming since it's the secondary drive, that is why windows starts with no problems.

Doesn't explain the reason for the failed updates