Attaching Files to an Email Message the Easy Way, Wednesday, Feb 25, 2026

Discussed topics

Siena demonstrated the process of adding email accounts to the Outlook app on iPhone.

Details
- Siena: Showed how to add an iCloud email account to Outlook, which required two-factor authentication
- Ali: Suggested using the Braille keyboard when Siena encountered difficulties with verification code entry
- Ashlyn: Noted when the app bumped Siena out during the authentication process
- Siena: Successfully added the iCloud account after disabling braille screen input, which was causing issues
- Siena: Demonstrated adding a Gmail account, which also required authentication through the Gmail app
Conclusion
- Different email providers have slightly different authentication processes
- Two-factor authentication is required for security purposes
- Braille screen input can sometimes interfere with the verification code entry process

Siena demonstrated a technique for attaching files to emails by copying them from the file manager and pasting them directly into the email body.

Details
- Siena: Demonstrated the technique on iPhone using both Outlook and Mail apps
- Ali: Explained this method allows attaching multiple files at once
- Jeroo: Asked if using the share button would work instead
- Ali: Clarified that share only works for one file at a time
- Siena: Demonstrated the same technique on Mac using Mail and Gmail
- Siena: Also showed the technique working on Windows PC using Gmail
- Hans: Asked about finding the attach button in the Mail app interface
- Siena: Explored the interface but noted VoiceOver doesn’t consistently identify the attach button
Conclusion
- Copy-paste method works across platforms (iPhone, Mac, Windows)
- This technique allows attaching multiple files simultaneously
- The method is more efficient than using traditional attachment buttons
- The technique works in various email clients including Outlook, Mail app, and Gmail

Discussion about different cloud storage services and their accessibility with screen readers.

Details
- Hans: Mentioned many in the blind community use Dropbox but noted its 2GB free storage limitation
- Siena: Shared that Google Drive works well with screen readers on Windows
- Ali: Expressed preference for Google products and services
- Hans: Noted that Google offers 15GB free storage combined across Drive, Photos, and Gmail
- Siena: Mentioned that Google Drive can be accessed via File Explorer like Dropbox
- Hans: Shared that he uses pCloud but finds its web interface challenging with JAWS
Conclusion
- Google Drive is screen reader friendly and offers more free storage than Dropbox
- Cloud storage provides access to files across multiple devices
- Different services have varying costs and accessibility features
- File Explorer/Finder integration is an important feature for accessibility

Hans asked about downloading multiple attachments from emails on mobile devices.

Details
- Hans: Asked if there’s a way to save multiple attachments at once on iPhone, similar to “save all attachments” in desktop email clients
- Siena: Confirmed there’s no “save all” option in the Mail app on iPhone
- Siena: Suggested downloading attachments on a computer first, saving them to cloud storage, then accessing them from the phone
Conclusion
- Mobile email apps generally don’t have a “save all attachments” feature
- Using a computer to download attachments and then accessing via cloud storage is a workaround

(altered), Updated as of Feb 2, 2026, What’s Coming Up on Techstravaganza

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