3 most important things to make your emails reach hotmail.
1. Reverse DNS for main IP of the server.
2. Sender Email Address verification.
3. SPF Records.
You must have got Reverse DNS for your main IP address as per my knowledge but the email address which is shown as the sender must not be existing on your Server so you will need to setup that mailbox on your server. Also setup forwarders for nobody and root emails on your server.
You should also setup SPF records for your domain name which should allow only your domains to send emails using your server. We have SPF records on all our servers. I am damn sure that this 3 things will get your problem sorted.
Rackspace wont be able to sort it for you as they have Funnytical Support.
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