Aweber sounds like it will do exacty what I am looking for however at the moment, due to the relatively small size of my list mailchimp offer a free service for up to 2000 users and 12000 emails. Yes I know this sounds a lot and in reality it isn’t when a business starts to grow, but my logic is that like most tools it takes time to learn how to maximise it’s effect and I think I would rather do this for free.
I am not signing up for an account so I don't know exactly how the API works, but if I were setting up an iPhone App to work with this, I would use the rails plugin. Rails gives you JSON communication for free (IE no extra work required) http://guides.rubyonrails.org/layouts_and_rendering.html see section 2.2.9. Then use on IOS app use something like: http://code.google.com/p/json-framework/ to interact with that.
I suppose the secondary reason I haven’t made the switch is because I run multiple blogs and don’t want to get stuck paying multiple fees at this point. (I’m under the impression I’d have to pay separately for each email list, but please correct me if that’s not the case. That would change things.) I love the functionality and features of Aweber, but I can’t see paying 4-5 monthly services fees while so many of the blogs are in a start-up phase.

Using the Personalize dropdown, you can insert custom snippets like your subscribers first name, or sign up date, and AWeber will automatically insert that data specific to each subscriber if we have it. If you collect first name, for example, you can send an email that says Hello Tom, or Hello Mary, or Hello John, depending upon who you’re sending to.
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