You know Apple already offers that, right? I don't want to sound like an Apple shill so I will avoid naming the feature; apple is big enough that if they can't get the word out it's not my problem!

Nope.. I can't directly iMessage a large video or photo set. Also photo stream requires syncing photos on multiple devices.. what we really need is upload to the cloud and forget (or at least browse on demand) and not require local storage... This is really only a problem for the lower end iPhones.. but it sucks.

And iMessage should just do this transparently.

try giving google photos a try. I have been using google photos for a long time now (it used to be called picasa).

PS: I am a google employee, but my opinion on google photos literally has no bias. I don't use Iphone, I own android, so YMMV.

I have to second this. It's amazing how right Google has gotten the photo experience, incrementally, over the past few years. Meanwhile, photo on iOS have essentially stood still during that time.

OneDrive does this and can sync your camera roll. I use it to sync iPhone photos to my desktop and back.

You do need to open the app to sync.

The other nice feature would be a public dropbox that you could give people special links or codes to upload to.

That's sort of exists with the file requests feature.