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If the fillm was based on content that you were familiar with, like a short story or cartoon strip, would that increase the chances of you paying for it?

From your experience, what budget constraints would one need to work within to break even using the same sales strategy?

I know the websites the target audience would visit , so I'd have to make connections with editors of those sites. Possibly put ads on YouTube channels they'd visit if affordable. Conventions would also be a way to draw attention to a short film project. However, that wouldn't guarantee people...

No, I haven't. But I also haven't heard of a short film that interests me and looks professional. People pledge on Kickstarter to support short films and are paying way more than a dollar. So why wouldn't that translate to selling one outside of kickstarter?

People say that you can't make money on a short film. I understand there's not much incentive for a distributor to buy a short film. However, the articles I've read related to short film distribution never mentioned selling a film on Amazon's on demand platform. They focus on film festivals...