To use the "Attach" function, you would have to designate this new Library as the System Library in Settings>General. Don't turn on iCloud for this Library. Make a new user and see if the same problem recurs with it Rebuild your Photos Library--close Photos and re-launch by option-command-clicking the app icon.

Understanding the Context

How can I attach multiple photos at once sending email through Gmail app? Alrighty, so Iโ€™m annoyed that whenever I want to attach images from my iPhone into an email on the Gmail app, it only lets me select one pic at a time. How can I attach multiple photos at once โ€ฆ - Apple Community The app says "Unable to Attach one or more attachments failed to load" with the options to compose anyway or cancel. I tap compose anyway and the it will forward the mail without the attachments.

Key Insights

The solution seems to be instead to use a different email app. At least using Outlook seems to work - and ONLY if you initiate sending the photos from the Photos app. If you start within Outlook and attach pictures, you end up with embedded pictures. Remains to be seen whether the same holds true if using other third-party email apps. Assuming that the pdf is in the files app, locate the file, tap on it and then open the share sheet - the icon with the square and the up pointing arrow and tap on Messages.

Final Thoughts

That will attach the file to a text message. Then type in the recipient name, etc, etc. MS outlook is failing to attach onedrive documents when accessed from outlook. But, the reverse is possible, I mean, an onedrive document is opened first and then attached to a new outlook mail. Missing attach option in Notes app on my iPhone My phone is up to date but my notes app does not have the paperclip so I can attach. The ability to attach is also not available via the clipboard.

Please help! [Re-Titled by Moderator]