My idea is to allow you to select type (e.g. first mobile, phone and then skype) and also "context" (e.g. work, home and none) for each group.

Let's say for your friends you want to always call them on their cell if they have one and if not call their home phone number. For work related people you want to always call first the work phone and if they don't have one assigned the phone w/o context and ...

Does it make sense?

The application as it is missing a big important part for me: be able to use skype and google voice. I actually want it to be smart enough to check if I am connected to the internet (on a good connection? 3g?), check if the contact is online and just decide to call him using skype instead of the phone for example.