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With my progressive friends (at least those who still talk to me) I always start with Occupy Wall Street. Throw around the term banksters when referring to big banks. Guaranteed they are at least suspicious of big banks. Explain how bitcoin was born post GFC and talk about Satoshi's message on the genesis block. Describe how the Too Big To Fail banks got bailed out, and the little guy got fucked. That's why bitcoin allows you to be your own bank. It will resonate with progressives.
This is the right approach. Good persuasion always starts with something the person really cares about, not something you feel like they should agree with.
Point 4 in @k00b's post is going to be more persuasive than the first 3 points even though there's less truth to it, because they all believe that's a huge problem.
I think another point along these lines would be to bring up undocumented workers. Talk about how Bitcoin makes it much more difficult to identify and deport them, as well as making it much easier for them to send remittances home.
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Yes. Excellent point about the undocumented and remittances.
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