I know that there are many docs out there discussing how to enable SSL for OWA and IIS but as I am going to be setting it up soon I figured making a post asking for any sort of advice would be beneficial. I am doing this on a Windows 2000 Advanced Server with Exchange 2000 and all the latest service packs installed. The trick here is that I can not get the funding to actually purchase a cert so I am going to have to act as my own root CA and anyone wishing to get to OWA is going to have to accept the cert I offer them. If this has sparked something worthwhile in your mind and you think it might be off topic feel free to post it anyways. I'm not going to reject advice just because its off topic.