Am a newbie to Linux and trying to setup everything a Linode. I am in love with the Linode VPS after having seen some terrible days at Godaddy.

My whole site is set and running beautifully.

One niggling problem which is really beginner level but will be helpful if someone could answer:

Citadel mail server is sending emails to gmail which are getting market spam by gmail.

So I set up a reverse DNS to point to my domain name.

Can someone help?

My site is at http://www.investingcontrarian.com

If I understand correctly, mail servers marks email from your server as spam, since your revers dns points to li155-70.members.linode.com instead of pointing to mail.investingcontrarian.com (if it is the actual name of your mailserver that sends the mails; it may be something different).

Solution is easy. Login into your Linode account, select your linode instance (probably just a single line there). Click onto "Network" option (along the dashboard/console) up there. Then you can see "Reverse DNS" near the bottom, just go there and put name of your mail server (mail.investingcontrarian.com) into the "Hostname Lookup". Your are nearly done then.

works for yahoo.
gmail still puts it in spam even after making reverse DNS entries

Try setting up spf records

http://en.wikipedia.org/wiki/Sender_Policy_Framework

Also if you can grab the headers of the message received by gmail it might have a note why it's marked as spam in there.

Hey

Here is the header from GMAIL. Cant seem to make any sense.

Received: by 10.231.30.202 with SMTP id v10cs8022ibc;
Tue, 13 Apr 2010 18:43:56 -0700 (PDT)
Received: by 10.101.199.40 with SMTP id b40mr9032836anq.208.1271209430702;
Tue, 13 Apr 2010 18:43:50 -0700 (PDT)
Return-Path: <admin@investingcontrarian.com>
Received: from www (www.investingcontrarian.com [173.230.145.70])
by mx.google.com with ESMTP id 15si28188082iwn.6.2010.04.13.18.43.49;
Tue, 13 Apr 2010 18:43:49 -0700 (PDT)
Received-SPF: pass (google.com: best guess record for domain of admin@investingcontrarian.com designates 173.230.145.70 as permitted sender) client-ip=173.230.145.70;
Authentication-Results: mx.google.com; spf=pass (google.com: best guess record for domain of admin@investingcontrarian.com designates 173.230.145.70 as permitted sender) smtp.mail=admin@investingcontrarian.com
Return-Path: admin@investingcontrarian.com



Any clues to what is happening?

Looks fine to me, what's in the emails anything odd? Lots of links?

just one line
"Testing now"

I do not have SPF link.

Any idea how to add one? Is that the reason why GMAIl filtering this as spam?

Are you sure you aren't (or weren't) an accidental spam relay at some point? Anything in popular RBLs?
If these are all right, Gmail should learn to leave your mail in inbox once enough of your readers click "Not spam" on it, I guess...
Also, did you consider "outsourcing" your mail processing to Google Apps? It's free if you have less than... *checks* 50 users.

He's not on spamhaus. Try putting something meaningful in the subject and content see if that helps. Also volume can effect it how many emails are you sending like this in say a day?

The logs say that the name of your mail server is www.investingcontrarian.com (not wise), but your reverse dns is set to mail.investingcontrarian.com (according to my advice, but I did not know the real name). Try to set the reverse name to www.investingcontrarian.com

And may be better, give your server a real name (not the www), and set the reverse dns according to it.