Ditch Outlook, it is no longer supported by MS anyway, and go for Thunderbird. To my knowledge it does nothing like that. If you configured Outlook, you can most likely configure Thunderbird. Thunderbird is also Open Source, so you know that the makers aren't spying on you. If you have trouble configuring it, try Googleing the problem.
That One Guy
June 2008
The spam labelling will come in where you send many e-mails together. Providing you send one at a time , or for that matter I guess up to 10, you should have no problems. but above this number and scoring systems will start to label your e-mail as spam when recipients receive them.
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Try fixfault.com to fix email.