Google and Office 365 have been working to improve their security by doing away with the "enable less secure apps" feature and instead having users get app passwords to use in their software (such as SAM).
Because of these changes, (and other changes/updates that are done but not announced by Google and Microsoft) you might see disruptions in your email importing/sending in SAM if you do not use App Passwords in place of your regular email password.
What is an App Password?
"App password" is a 16-digit pass code that gives an app or program (such as SAM) permission to access your email account. It's then input into SAM's email settings in place of your current email password.
What is Multi-Factor/2-Step Verification?
2FA, Multi-Factor-Authentication, or 2-Step Verification are processes that you need to activate in your Google/Office email settings in order to get your app password. This ensures that your emails are more securely sent and received. See below for instructions.
How do I setup SAM with my new App Password?
Default settings: Your new App Password for your default email will be entered in place of your current email password into your default sending settings.
Individual User Settings: Unique App Passwords will need to be created for each User in your organization that will be using SAM for importing/sending emails. Each individual User's App Password is put into their User email settings.
NOTE: If your organization's default email and a User email are the same, you'll need to create 2 unique app passwords: one for the default setting and one for the User email setting.
Step 2: App Password Setup
Office 365 Setup
You'll need to setup multi-factor authentication first, then get your app password.
If you prefer to read the setup guide: Office 365 Guide to multi factor authentication