Email sent to client is being directed to their junk folder. Why?
Problem reported by Carl Sidl - 4/12/2015 at 11:10 AM
Submitted
I sent an email to a client using a @hotmail.com address and it was directed to their junk folder. Last year another clients email provider was rejecting my emails to them and telling me it has been marked as spam. I am worried I am losing clients if my emails are being directed to their junk folder or rejected all together and they think that I am not replying to them at all.
 
Please fix this and explain to me why this is happening. Info @ masonryheating.com

4 Replies

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2
CCWH Replied
There are many many reasons why an email can be classed as spam, especially by hotmail.com. However, you need to speak to your email provider / administrator. SmarterTools can't fix your issue.
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Bruce Barnes Replied
Hotmail.com is now part of Outlook.com - all merged to the same MX servers and networks as of January, 2015.  Outlook is, apparently, using Hotmail.com, as the "experiment" to see how well their antispam measures are working as they work to tighten up their e-mail antispam and security.
 
So, it's not at all unusual to hear that Hotmail.com is bounding e-mail or routing it to a recipient's spam folder.
 
Hotmail is now automatically placing messages into user's spam folders if even a single user has marked the content from that user as SPAM in their Hotmail account <RANT> - a bit draconian, I know, but I've never considered Hotmail to be a valid e-mail hosting company and definitely don't recommend them for use as business e-mail.</ RANT>
 
Hotmail is also checking the headers of forwarded messages very carefully for an SRS FORWARD REWRITE.  If not included, they are automatically bounding the message with a "550, REQUIRES AUTHENTICATION" error. 
 
The development team at SmarterMail / SmarterTools is already aware of this problem, and they are working to fix the rare occasion when SmarterMail does not properly insert the SRS Rewrite Header into forwarded e-mail messages, and will include the fix in a minor update in the near future.

NOTE: This occurs only on internal same-server SmarterMail to same-server SmarterMail messages which are forwarded to an external mail server.
 
So, as CCWH responded above,
There are many, many, reasons why an email can be classed as spam, especially by hotmail.com.
 
However, you need to speak to your email provider / administrator. SmarterTools can't fix your issue.
with which statement, I concur.
Bruce Barnes
ChicagoNetTech Inc
brucecnt@comcast.net

Phonr: (773) 491-9019
Phone: (224) 444-0169

E-Mail and DNS Security Specialist
Network Security Specialist

Customer Service Portal: https://portal.chicagonettech.com
Website: https://www.ChicagoNetTech.com
Security Blog: http://networkbastion.blogspot.com/

Web and E-Mail Hosting, E-Mail Security and Consulting
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idun know Replied
I am worried I am losing clients if my emails are being directed to their junk folder or rejected all together and they think that I am not replying to them at all.
_________________
dolii
0
Steve Reid Replied
If you are so worried then do something about it... Call whoever is selling smartermail to you and tell them to fix it. Smartertools can't fix your problem, only your host can.

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