AutoMailSender icon
AutoMailSender icon

AutoMailSender

The fastest way to email files on your Mac. Drag a file into the app, pick your recipients — and it's on its way. No browser, no hassle.

AutoMailSender screenshot 1

Cost / License

  • Freemium (Pay once)
  • Proprietary

Platforms

  • Mac
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AlternativeTo Categories

File Sharing, Office & Productivity
AutoMailSender was added to AlternativeTo by Paul on and this page was last updated .

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What is 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

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