All sorts of bugs with the new update...

This error is because CH is looking in the wrong directory for the files. Go to the record tab and make sure your puppet is selected. On the right side of the screen you will see "puppet" and blue text indicating the path to the puppet files. Click on the blue text and select the proper path. Your images should show up properly after that.

These errors are even happening with the default files from the main menu.

I just opened Chloe and I'm getting the exact same errors.

Well it looks like I'm halfway there. Now my PSD file shows as missing!

I copied everything to my local drive and still get the same errors...

CH does not work well with files that are on the cloud. Try moving your files to a local drive