enable the check box to select multiple cloud documents to open

Hi @thepaulriss 

Thanks for reaching out. We're here to help.

How are you importing the files? I am unsure about the checkbox to select multiple files. Do you have a screenshot or file where you have seen this? The standard procedure to open a cloud document is as follows:

In the home screen, tap Import and open to quickly import a document from:

• Camera Roll: Tap Camera Roll to see all your Camera Roll photos.
• Files: Tap Files to browse through your file Locations on your iPad. You can add selected files to Favorites and find tagged files under the Tags section.
• Camera: Tap the camera icon to take a new photo with your iPad's camera and open it directly on the canvas.

Any file imported and opened in Photoshop on the iPad is converted to a cloud document by default. 

Please share more details.

Best,

Ranjisha