Outlook 2007 shows my newsletter as spam

[Simon Justesen]

Hi,

I'm developing a web application for sending newsletters. I can receive
newsletters correctly in any email client but a freshly installed Outlook 2007

My newsletter has a spam weight of 0 (spamassasin rating - which equals a
no-spam mail) but still the newsletter ends up in the junk folder. I use
old-style HTML 3.2 to satisfy the Outlook HTML rendering engine. The
newsletter in question just contains some text, images and some external
links.

Thanks

 

[F.H. Muffman]

I'm developing a web application for sending newsletters. I can

receive newsletters correctly in any email client but a freshly
installed Outlook 2007

My newsletter has a spam weight of 0 (spamassasin rating - which
equals a no-spam mail) but still the newsletter ends up in the junk
folder. I use old-style HTML 3.2 to satisfy the Outlook HTML rendering
engine. The newsletter in question just contains some text, images and
some external links.

Ok, first, before I say anything else, I want you to step back and think
about what you're asking. You're basically looking for a way to beat a spam
filter. Now I'm not trying to say your mail is or isn't spam, I have no idea
what the contents are, but, really, that's what you're looking for, and going
on the assumption that your mail isn't spam at all, the steps for you to
make yours not be seen as spam would work just as well for something that
actually *is* spam. So, basically, don't be suprised if you're not able to
get an actual answer.

First thing I would do is try creating the message in Outlook or something
else, rather than using the web app. See if that might be what's tripping
it up, something in the headers.

Try removing external links and then adding them in one by one.

Heck, start from scratch:
Create a 'newsletter' in your application that only has 'this is a test'
in plain text and try that.

Then add a picture.

Then add links.

Build it a step at a time until it fails and then try and see why it fails.
Change the order of things. If it fails after you add the last item, try
removing the next to last item, because maybe it's the sum of the parts and
not the part itself.

 

[Simon Justesen]

Thanks for your reply

I've already tried going through the process of removing one element at a
time. The problem seems to be a static image with an external URL. If I send
only text everything works as expected. So I need to sort out, why Outlook
identifies that image as something that triggers its spamfilter.

 

[F.H. Muffman]

I'm developing a web application for sending newsletters. I can

I've already tried going through the process of removing one element
at a time. The problem seems to be a static image with an external
URL. If I send only text everything works as expected. So I need to
sort out, why Outlook identifies that image as something that triggers
its spamfilter.

'Static image with an external url'? I'm assuming you mean it's a <img> tag?

Try hosting the image on a different host?