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RE: Whales - Can the community buy out a portion of your influence?
I agree with pretty much all of this. The more intuitive the platform's functions are, the easier it will be to get users to actually post content. It's not easy at first, especially without having the ability to directly load images.
I believe we will be getting the image upload feature in the next UI release. I saw a pull request merged in a few days ago.
(It's not a guarantee, but it seems very likely to go live)