Jason Hendriks on "[Plugin: WP Mail SMTP] Test Message Sent The result was: bool(false)"

@jessshailes Hi Jess

So we know what the error message is?

It's right here.

SERVER -> CLIENT: 535 Authentication failed
SMTP ERROR: Password command failed: 535 Authentication failed

My guess is because your user name (usercastlehaven) is missing the domain part. Maybe it's supposed to be usercastlehaven@castlehavenconstruction.com?

Also, change your password since you posted it on the Internet.