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When Phone.exe is not showing Tapi drivers (or grayed out) and you can use it with other Apps (like outlook) the problem is normaly that the tapi driver is not configured in the right way. Outlook and other apps are normaly using a specific driver (plugin) that overrides the normal Tapi Driver.

To fix this issue, you should contact your phone-Dealer (the company that provides Support for your phone system) forward the phone.exe to this guys and ask them to make the config in a way that phone.exe can make calls, and recive calls. As soon this works, you will be ready to install and use DIAL|IT on your computer.

Testtool: PhoneExe (x64)

Testtool: PhoneExe (x86)