Replying to a message from: Synametrics Support

Hmm. That is strange indeed. The good news is it is working now.

One peculiar thing regarding GMail is that their DNS server returns different IPs based on the load (I think). For example, the same test on our end returns the following values.

MX 20 alt2.gmail-smtp-in.l.google.com.
      173.194.219.27
40 alt4.gmail-smtp-in.l.google.com.
      172.217.197.26
30 alt3.gmail-smtp-in.l.google.com.
      142.250.112.26
5 gmail-smtp-in.l.google.com.
      74.125.69.26
10 alt1.gmail-smtp-in.l.google.com.
      173.194.77.27

Although unlikely, I wonder if there was a problem with an SSL certificate on one of Google's servers. The log you posted earlier shows 172.253.123.27 as the IP address. I tried using Email Sender by specifying this IP, but it shows a valid certificate.

Let us know if this happens again.