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If you are using Gmail, google considers most applications as non-trusted apps. You can create and set up an app password that lets you bypass Google's security settings to allow Harmony to Acclaim to send emails on your behalf. Note: You'll need to have enabled two-step verification first.

1. Go to your Google account settings. 
2. Navigate to Security. 
3. Scroll down until you see the Signing into Google section.
4. Click "App Passwords".
   
5. In "Select App", select 'Mail'. 
6. In "Select Device", select 'Other (Custom Name)'. 
7. Enter the name "HarmonyAcclaim".
   
8. Click on "Generate". An app password will be generated for you. Use this password in Harmony as Acclaim as the "Password". 

Microsoft Office 365: How can I set up my emails if I use multi-factor authentication? 

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