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iPhoto is the worst, just a straight up terrible photo management program. Adobe Lightroom is not that expensive and is far and away better - mainly for the fact that it actually allows you to manage your photo files, instead of hiding them god knows where. Also, it doesn't cache your entire collection of photos so I can actually open and use Lightroom with 14k+ photos. iPhoto would shit the bed and crash my computer if I tried to do that.

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But you still can't do what he wants to do, which is pretty straightforward:

1. Photos he takes are added to a library automatically (for internet connected devices).

2. That library exists in the cloud.

3. He can access that library from all of his devices.

I also have this problem, and I'd add a 4th point: Please let me back up the cloud based library.

You can't do this with lightroom, either.

You can get close. Check out Photosmith (http://www.photosmithapp.com/).

Btw, Lightroom has a scripting interface using which I'm pretty sure you can roll what this guy wants.

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