So I started over today, even deleted the device from my account and added it again. I noticed something I haven't noticed before. I don't know if this is related. But after the initial setup, I can make calls from the analog line. But as soon as I implement the expert configs for enabling my cisco ip phone, I notice that my analog phone loses the ability to dial out. I get a message that the number isn't being sent to the service provider. I haven't narrowed down which setting breaks things, but I'm gonna keep at it.
UPDATE: After several retries, I have it working. Thanks for the help, I couldn't have done it otherwise