IPhone :: Multiple Contacts With Multiple Phone Numbers?

I have contact list with records for a lot of people (300+), each with several phone numbers each, home, mobile & work, etc, .I can't seem to find a way to have the iPhone announce the name & number or name & type (home,mobile,work) of the caller from the contact list, my old cell phone could do that easily.

At the moment what I've been doing as a work around for a few (important) people is to create a custom ringtone for that caller & that phone number. Since it also seems there's no way to attach a different ringtones to each number in a single contact record I've had to create multiple contact records for each person, each with a different name/number combination such as "John Doe Work", "John Doe Home" or John Doe Mobile" then assign to it the custom ringtone I created for that name/number.

I need to this so that if I receive a call while I'm driving (or whatever) that I can't answer right then for some reason (often happens), the ringtone I created for that name & number helpfully lets me know who & where their calling from. It's very important to know where someone is calling from, if someone's calling from home then I know I've got some time, but if their calling from work then I need to get back to them quickly.

having to make multiple contacts & ringtones for a every person with multiple numbers is a extraordinary waste of time. My old cell phone could do this with no problem but there doesn't seem to be any way to do this with my new iphone.

Info:
iPhone 4S, iOS 5.1.1