How do you upload screenshot pictures for speedrun proof?
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If you are using a PS4, you can use the internal streaming service for PS4 to record your runs to twitch, and then submit that way.Here's a rundown: http://www.ign.com/wikis/playstation-4/How_to_Use_Twitch_with_PS4
The alternative would be to purchase a HDMI capture card for your computer, and then route the video signal from the PS4 to your computer.
^ If you do this, you should export it to YouTube as YT has a better player, although not required.
And to answer your question, you need to upload screenshots to external sites like imgur. But if possible you should rather submit a video than a screenshot as a video provides more proof than a screenshot.