Hello Kevin. My recommendation in this case would be to configure the Shopify site to send the email directly (via PHP sendmail possibly?) and then add the Shopfy server's IP address to the domain's SPF record to authorize it for sending email. Is that possible?
Otherwise I recommend adding an SMTP Authentication Bypass into SmarterMail to exclude this Shopify server needing to authenticate beforehand. Please be sure to review the server's security regularly to prevent it being used to spam through your server.
These are added under Settings>Security>Whitelist. Simply add a new entry with the IP address of the Shopify server and select SMTP Authentication Bypass.
Kyle Kerst
IT Coordinator
SmarterTools Inc.
www.smartertools.com