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Salemicus comments on You have a set amount of "weirdness points". Spend them wisely. - Less Wrong
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This post makes some great points. As G.K. Chesterton said:
Fundamentally, other people's attention is a scarce resource, and you have to optimise whatever use of it you can get. Dealing with someone with a large inferential gap can be exhausting and you are liable to be tuned out if you make too many different radical points.
I would also add that part of being persuasive is being persuadable. People do not want to be lectured, and will quickly pick up if you see them as just an audience to be manipulated rather than as equals.
Personally, people who do plenty of things weirdly come off as trying way too hard. Depending on your environment, choose one thing that you care about and do that. I wouldn't be found dead at a formal dinner in washed out jeans and a dirty t-shirt. I would be willing to experiment with neck pieces different from formal ties.