Why do all my sent invoices go to spam or junk folders of my clients

Is there a way to go back to where the invoice is sent from my email address like the 2017 version? Now every invoice I send goes to the clients junk folder and won't be seen unless I send a follow up email from my company address telling them to look for it. I don't want to go through the hastle of printing pdf and sending hundreds of invoices.

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  • Ps56k2
    Ps56k2 SuperUser ✭✭✭✭✭
    edited October 2019
    If your Quicken sends emails internally vs using your external email service, this is what it actually looks like if you open up the message source (as received).
    It appears that Quicken uses an external domain - SendGrid.net - to send these emails.  So... guessing that if lots of emails are sent from this domain, and at some point it gets tagged as sending Spam - then any emails from that domain get triggered as Spam.... I've had this happen even with this forum - my email service totally blocks all emails from this forum...
    Anyway - here is what some of the Quicken sent email headers look like -
    Received: by filter0059p3iad2.sendgrid.net with SMTP id filter0059p3iad2-16469-5DB1D10D-36
            2019-10-24 16:27:57.476807356 +0000 UTC m=+237582.698853968
    
    Received: from MjY3ODQ5Mw (unknown [54.212.134.9]) by ismtpd0014p1las1.sendgrid.net (SG) with HTTP id l4KsUfvrQle8eP8IqbndYQ Thu, 24 Oct 2019 16:27:57.414 +0000 (UTC)

    Quicken Subscription - Windows 10
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