Sending email fails when two factor authentication is on for Gmail

Question

I am using my Gmail account and smtp.gmail.com inside my web application to test and send email. when two factor authentication is ON for my Gmail account, it f

Answer 1

If you are here because of difficulties with the ARQ backup app on Mac OSX, I found the following settings worked for me:

SMTP hostname: smtp.gmail.com
SMTP Port: 587
Click: Enable SSL (STARTTLS)
Authentication Type: Password (SASL PLAIN)
User Name: 
Password: 

The Google-generated app password is generated as @stoyan-dimov suggests in his answer above, using the following URL:

https://security.google.com/settings/security/apppasswords

Choose to generate a 'Mail' password, and set the device as 'Custom' (I called mine "ARQ".)

Caveat: You must have two-factor authentication enabled on your Google account to get to the above URL.