One of the more difficult things for me is endurance related. I hate running. I hate sweating, and I hate the feeling of not being able to catch your breath. My frustration tolerance is very low. Even when I do push myself it feels like "proving myself".
It reminds me of a period in my life where I really thought I cared about machine learning and some other 'smart thing'. Looking back, I didn't really give a damn. I just didn't want to be left behind looking stupid.
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Status/Power and Useless are like two poles. Worshipped and rejected by society. "Love" however exists at the useless pole. Like a pet, or a teddy bear.
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Doing what you love always has an aspect of looking like you're doing something unproductive. The trouble is that there's a minority of people where this overlaps with what society values. Those are the lucky folks.
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Like Paul Graham's "Orthodox Privilege" concept, from their perspective they can't see how everyone can't just Get Rich Doing What You Love. They also usually have the biggest megaphones.
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The weakness of "How can this NOT be fun for you?" is somewhat narcissistic. It's similar to "How can You not be Me."
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To "empower" someone is to dissolve the feelings of vulnerability and weakness. To help someone past their fears of looking stupid. Ironically, empowering someone doesn't give them power. It gives them happiness.
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