Learning Objective
By the end of this tutorial, you'll know how to generate an app password for Yahoo Mail, configure it in lemlist for secure email authentication, and troubleshoot common connection issues while maintaining optimal security settings.
Why This Matters
Yahoo requires app-specific passwords for third-party applications like lemlist as a security measure, especially when you have Two-Factor Authentication (2FA) enabled. This additional authentication layer protects your account from unauthorized access while allowing you to send personalized email campaigns at scale. Users who properly configure app passwords typically see 99% connection reliability and avoid authentication errors that could pause campaigns mid-flow.
Prerequisites
Before starting this tutorial, ensure you have:
An active Yahoo email account with login credentials
Access to your Yahoo account security settings
Your lemlist account ready for email provider connection (see Connect my email provider to lemlist)
Basic understanding of email provider setup (see Getting Started: The Technical Setup)
Core Lesson β Step-by-Step Workflow
Phase 1: Access Yahoo Security Settings
Step 1: Log into Yahoo Mail Navigate to mail.yahoo.com and sign in with your Yahoo credentials. This is your starting point for accessing security settings where app passwords are managed.
Step 2: Open Account Security Click on your profile icon in the top-right corner and select Account Info. Yahoo prioritizes account security, so you'll be prompted to re-authenticate β enter your password again when prompted.
Step 3: Navigate to Security Settings In the left sidebar, click the Account Security tab. This centralized location manages all authentication methods including app passwords, making it easy to control which applications can access your account.
Phase 2: Generate Your App Password
Step 4: Access App Password Management Scroll to the bottom of the Account Security page and click Manage App Passwords. This feature creates unique passwords for each third-party service, ensuring your main password stays protected.
π‘ Tip: If you don't see this option, you may need to enable Two-Factor Authentication first β Yahoo often requires 2FA before allowing app passwords.
Step 5: Create a New App Password Click Select App and choose Other App from the dropdown menu. This option lets you create custom app passwords for services not pre-listed by Yahoo.
Step 6: Name Your App Connection Type "lemlist" as your custom app name and click Generate. Using a clear, identifiable name helps you manage multiple app passwords and quickly identify which services have access to your account.
Step 7: Copy Your Generated Password Yahoo displays a 16-character app password. Copy this immediately β you won't be able to view it again once you leave this screen. This password replaces your regular Yahoo password when connecting to lemlist.
β οΈ Important: Don't close this window until you've successfully connected to lemlist in the next phase.
Phase 3: Configure lemlist Connection
Step 8: Access lemlist Email Settings In lemlist, click your profile icon (bottom-left corner) and select Settings β Sending Settings. This is where all email provider connections are managed.
Step 9: Add Yahoo as Email Provider Click Connect new email address and select Other email provider (Yahoo requires manual SMTP/IMAP configuration). Click Advanced settings to reveal configuration fields.
Step 10: Enter Connection Details Configure your Yahoo connection with these settings:
Email: Your full Yahoo email address
Password: The app password you just generated (NOT your regular Yahoo password)
SMTP Server: smtp.mail.yahoo.com
SMTP Port: 465 or 587
IMAP Server: imap.mail.yahoo.com
IMAP Port: 993
SSL: Enable for both SMTP and IMAP
Step 11: Test and Save Connection Click Test Connection to verify settings, then Save once successful. lemlist will confirm the connection with a green checkmark, and your Yahoo account is now ready for campaigns.
Practical Application / Real-Life Example
Here's how Sarah, a B2B sales manager, uses her Yahoo-lemlist connection:
Example Workflow:
Created an app password specifically for lemlist (named "lemlist-sales")
Connected her professional Yahoo address ([email protected])
Set daily sending limits to 50 emails to maintain Yahoo's trust
Configured SPF and DKIM for improved deliverability
Result: 94% email deliverability rate with zero authentication errors over 3 months
Try It Yourself Checklist:
Generate app password with descriptive name
Test connection before launching campaigns
Set conservative daily limits initially (25-50 emails)
Monitor authentication status in Settings β Account Health
Create separate app passwords for different tools (don't reuse)
Troubleshooting & Pitfalls
Issue: "Authentication Failed" error in lemlist
Root cause: Using regular Yahoo password instead of app password
Fix:
Return to Yahoo Account Security
Generate a new app password
Update password in lemlist Settings β Sending Settings
Issue: Connection works but emails aren't sending
Root cause: Yahoo's security features blocking third-party access
Fix:
Verify "Allow apps that use less secure sign-in" is enabled in Yahoo
Check that IMAP access is enabled in Yahoo Mail Settings
Ensure no IP restrictions are active on your Yahoo account
Issue: App password option not visible
Root cause: Two-Factor Authentication not enabled
Fix:
Enable 2FA in Yahoo Account Security first
Wait 5 minutes for changes to propagate
Refresh page and check for app password option
Issue: Sporadic disconnections after initial setup
Root cause: App password expired or revoked
Fix:
Yahoo occasionally expires unused app passwords
Generate a fresh app password every 90 days as a preventive measure
Set up email alerts in lemlist for connection issues
For persistent issues, see How can I resolve email connectivity issues on lemlist
Knowledge Check / Quick Quiz
Before launching your first campaign, verify your setup:
Can you explain why app passwords are more secure than using your regular password?
Did you save your app password in a password manager for future reference?
Have you tested sending a test email through lemlist to your own address?
Do you know where to find your app passwords list in Yahoo for management?
Have you set appropriate daily sending limits based on your account age?
