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could you explain to me how i'm able to upvote pretty much anyone I want and how this results in some people winning money, and others losing? I thought upvoting was always a positive thing!

this Is wat i mean, I voted myself but no money?

Maybe you should do some homework on how Steemit works :) the value of your votes is linked to your steempower. If you have no SP, your votes will be worth 0$

You can upvote any Post you like and upvoting is a positive thing. You won't make anyone loose money with up voting their content.