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Ok this is a 2 step process, on the G-Mail Side! Most guides skip step 2, I think because its a "new feature", but IMO G-Mail just wants you to use their products only!

Manual Configuration for Student/Business G-Mail managed accounts in Outlook (Outlook Configs, G-Mail still needs this settings!)

Step 1. Enable IMAP via Settings >> Forwarding and POP/IMAP >> Enable IMAP

Gmail-Settings_IMAP

Step 2. Enable "Less Secure Apps" IE: Anything Google didn't make via Accounts and Import >> Other Google Account Settings >> "scroll down" Allow less secure apps: ON

Gmail-Settings_LessSecure

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