I called and they said the $19.95 feature wasn't available for smartphones..
I had told them I temporary had a blackberry and he was saying that it's a smartphone and the only plan available would be the $24.99 (message) 34.99 (message & web).
So with that said he's saying that $19.95 would work on those phones like nokia or the ones that aren't a smartphone.
So my fault was me saying the blackberry, but now the question is... was it true what t-mobile was saying? That the $19.95 won't work for smartphones such as the iphone?
It works just fine on the iPhone. The higher priced plans are because I guess smartphones use more bandwidth. Just tell them you're going to buy a Shadow.