I see that this is an old post, but after fighting with Outlook for over a year to get my mail, I FINALLY got it working again.
The first thing I had to do was log into my my Gmail account and turn off the button labeled "Less secure apps" as Outlook is in that category.
- Go to the "Less secure apps" section in My Account.
- Next to "Access for less secure apps," select Turn on. (Note to Google Apps users: This setting is hidden if your administrator has locked less secure app account access.)
And if you have 2-step verification on (as I did), it will still make Outlook fail. So the next thing you have to do is create an app password which will generate a password for you, and you use that in Outlook for it to sync correctly.
- Visit your App password page. You may be asked to sign in to your Google Account.
- At the bottom, click Select app and choose the app you’re using.
- Click Select device and choose the device you’re using.
- Since Outlook will not be listed, select Other and type in Outlook for future reference.
- Select Generate.
- Follow the instructions to enter the App password (the 16 character code in the yellow bar) on your device.
- Select Done.
- Copy the password that was generated.
- Open Outlook and paste the password in the Password section. DO NOT use your regular password.
- Your mail will sync without anymore issues. (Hopefully)
Once you are finished, you won’t see that App password code again. However, you will see a list of apps and devices you’ve created App passwords for.
I hope this helps everyone who is having an issue. And I hope these directions are easy to follow! Good luck everyone! :-)