AutoMailSender

AutoMailSender – Simple, Secure Email Automation for macOS

Send files via email with a simple drag-and-drop. AutoMailSender is a lightweight
productivity tool designed for macOS users who regularly send files via SMTP.

KEY FEATURES:

• Drag & Drop Simplicity
Drop any file onto the app window to send it instantly via email. No complicated dialogs,
no extra clicks – just drag, drop, and done.

• Multi-Provider Support
Works with Gmail, Outlook, Yahoo, iCloud, and any custom SMTP server. Configure once, use
forever.

• Bulk Recipients
Send files to multiple recipients simultaneously. Perfect for photographers sharing
albums, businesses sending invoices, or teachers distributing materials.

• 18 Languages
Full interface translation in 18 languages including English, Nederlands, Français,
Deutsch, Español, Italiano, and many more.

• Privacy-Focused
– NO tracking or analytics
– NO ads
– First 200 emails free, then one-time upgrade available
– NO data collection
– All credentials stored securely in macOS Keychain
– Everything stays on your Mac

• Secure & Encrypted
– Email credentials encrypted in macOS Keychain
– TLS/SSL encryption for SMTP connections
– Sandboxed for maximum security
– No external servers or data transmission (except to your SMTP server)

• Smart File Handling
– Automatic file validation
– Size limit checking (respects provider limits)
– Blocked file type protection for security
– Supports all common file formats

• Dark Mode Compatible
Seamlessly adapts to macOS system appearance with Light, Dark, and Auto modes.

• Built-in Help System
Comprehensive SMTP setup guides for Gmail, Outlook, iCloud, and Yahoo, plus
troubleshooting tips and privacy information.

PERFECT FOR:

– Photographers sharing client galleries
– Businesses sending invoices and documents
– Teachers distributing course materials
– Designers sharing mockups and assets
– Anyone who regularly sends files via email

REQUIREMENTS:

– macOS 14.0 (Sonoma) or later
– SMTP email account (Gmail, Outlook, etc.)
– App-specific password recommended for security

GETTING STARTED:

1. Click Settings and choose your email provider
2. Enter your email and app-specific password
3. Add recipient email addresses
4. Drag & drop files to send!

SECURITY & PRIVACY:

AutoMailSender takes your privacy seriously:
– Uses macOS Keychain for credential storage
– No third-party analytics or tracking
– No advertising networks
– No cloud storage – everything stays local
– Open about data handling (see Privacy Policy)

SUPPORTED PROVIDERS:

– Gmail (requires App Password)
– Outlook / Hotmail (requires App Password)
– Yahoo Mail (requires App Password)
– iCloud Mail (requires App-Specific Password)
– Office365
– Any custom SMTP server

FILE SIZE LIMITS:

– Gmail: 25 MB
– Outlook: 20 MB
– Yahoo: 25 MB
– iCloud: 20 MB
– Custom: Depends on your server

SUPPORT:

Questions or issues? Email: [email protected]
Click the ? icon in Settings for SMTP setup help and troubleshooting guides.

WHY AUTOMAILSENDER?

Unlike bloated email clients or complex automation tools, AutoMailSender does one thing
exceptionally well: sending files via SMTP. It’s fast, secure, private, and designed
specifically for macOS.

Free to start with 200 emails. One-time upgrade for unlimited sending. No subscriptions. No data collection. Just simple, reliable file sending.