>>>Hi guys,
>>>
>>>One of my clients just got their server moved to Windows Server 2016 and recently they started reporting that the emails that they send from the VFP app is going to the spam folder of some of their clients, I had them send me an email and got the email with the below message.
>>>
>>>"This sender failed our fraud detection checks and may not be who they appear to be"
>>>
>>>I'm using CDO to send emails, I heard about this a couple of times before this new server but eventually it went away but after this server seems to be happening a lot.
>>>
>>>Of course the networking guy is putting all the blame on me, what could be the cause of this issue?
>>>
>>>Thank you in advance for your help!
>>
>>Some recommendations:
>>
>>- Check if the domain is blacklisted: https://mxtoolbox.com/blacklists.aspx
>>
>>- Make sure there is an SPF record in DNS for the domain
>>
>>- Make sure reverse DNS (rDNS) is configured for the domain. Note this is only possible for a static IP
>>
>>- If secure transport is used (SSL/TLS) make sure the certificate(s) are correct and within their valid period (i.e. not expired)
>>
>>- In CDO make sure the "From:" value is an address on the physical domain from which the mail is sent. For example, if the server is on SomeCompany.com, don't use SomeAddress@RoysSoftware.com as the From field
>
>Hi Al,
>
>Thank you very much for the recommendations, I appreciate it! I'll mention them to the network admin.

It's worth pointing out there are some online test tools that can give you configuration information about email domains and point out potential problems. Google [email server online test].