YouSendIt Desktop App vs. Cloud Alternatives: Which Is Best?

YouSendIt Desktop App: Easy File Transfers from Your PCYouSendIt — now known as Hightail — became a popular name for sending large files quickly and securely. The YouSendIt desktop app offered users a convenient way to transfer big files directly from their PCs without relying solely on web browsers or email attachments. This article explains what the YouSendIt desktop app is, how it works, its features, installation and setup, tips for efficient transfers, security considerations, troubleshooting steps, and alternatives you might consider today.


What the YouSendIt Desktop App Was

The YouSendIt desktop app functioned as a companion to the YouSendIt/Hightail service. Instead of uploading files through a browser interface, users installed a lightweight application on their Windows or macOS computer to streamline sending, tracking, and managing large files. The app integrated with the local file system and often provided drag-and-drop functionality, background uploads, and simplified sharing links.


Key Features

  • Desktop integration: Access files directly from your PC’s folders and send them without opening a web browser.
  • Drag-and-drop uploads: Drop files into the app window to start transfers immediately.
  • Background uploading: Continue working while files upload in the background with pause/resume support.
  • Sharing links and email delivery: Generate secure links or send files via email to recipients.
  • Transfer tracking: See upload progress, delivery status, and download counts.
  • File versioning and management: Some versions included basic file organization and version history.
  • Security options: Password protection and expiration dates for shared links were typically supported.
  • Bandwidth controls: Limit upload speed to avoid saturating your connection (available in some builds).

How It Worked

  1. Install the desktop app for Windows or macOS.
  2. Sign in with your YouSendIt/Hightail account or create a new account.
  3. Select files or folders to send — drag-and-drop or use the file picker.
  4. Choose recipients or generate a shareable link.
  5. Configure security options (password, expiration) if needed.
  6. Start the upload; monitor progress in the app’s interface.
  7. Recipients receive a link or email and download the files from Hightail’s cloud servers.

Installation & Setup

  • System requirements: A supported Windows or macOS version and an active internet connection.
  • Download: Get the installer from YouSendIt/Hightail’s official site (or from your organization’s software portal).
  • Installation steps:
    1. Run the installer and follow the on-screen instructions.
    2. Launch the app and sign in.
    3. Optionally connect cloud storage services (if supported) or configure default upload folders.
    4. Adjust preferences: bandwidth limits, notification settings, and whether the app starts with the OS.

Tips for Efficient Transfers

  • Compress files before sending to reduce upload time.
  • Use wired Ethernet for faster, more reliable uploads.
  • Split very large transfers into smaller chunks if you have intermittent connectivity.
  • Schedule transfers during off-peak hours to avoid network congestion.
  • Keep the app updated to benefit from performance and security fixes.

Security Considerations

YouSendIt/Hightail emphasized secure file delivery. When using the desktop app:

  • Enable password protection for sensitive files.
  • Set link expirations to limit long-term access.
  • Use two-factor authentication (2FA) on your account if offered.
  • Avoid sending highly sensitive material unless you’re confident in the service’s compliance and encryption practices.

Troubleshooting Common Issues

  • Uploads stuck or slow: Check your internet connection, firewall settings, and any bandwidth limits set in the app.
  • Installer won’t run: Verify system compatibility and try running the installer as administrator on Windows.
  • Sign-in problems: Reset your password, check caps lock, or confirm your account via email.
  • Files not appearing for recipients: Ensure uploads completed successfully and that recipients aren’t blocking the sender’s email domain.
  • Conflicts with antivirus/firewall: Temporarily disable or whitelist the app to test.

Alternatives (Modern Options)

If YouSendIt/Hightail is not available or you prefer different features, consider:

  • Dropbox: Strong file syncing and sharing with desktop integration.
  • Google Drive: Large free storage tied to Google accounts and easy sharing.
  • WeTransfer: Simple web-based transfers with a desktop app for paid plans.
  • OneDrive: Native Windows integration and Office 365 synergy.
  • Resilio Sync: Peer-to-peer transfers without cloud storage.

Final Thoughts

The YouSendIt desktop app made sending large files from a PC straightforward by integrating uploads into your desktop workflow, providing background transfers, and offering sharing controls. While services and brand names have evolved, the core needs—simplicity, speed, and security—remain the same. Choose a tool that fits your workflow, keep security settings enabled for sensitive data, and use the tips above to make transfers faster and more reliable.

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