To add a line monitor to a windstream phone:
Open the Windstream portal, then navigate to the extensions manager
click the edit pen for the extension you wish to modify
Scroll down to the Call Monitor Group and click the edit gear
Select the extensions you want to monitor via your phone - then click save
Now select the Program Phone Keys edit gear - a new window will open
Select the button you wish to modify
Select Monitor Phone
Now enter the label to display on the phone and select the extension you wish to monitor, then click save.
You should now see the monitor on the phone display.