SarahC comments on The True Rejection Challenge - Less Wrong
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Note that a driving instructor provides you with a practice car.
I don't drive much now, and I'm so clumsy that I've wondered if it's pathological... but I learned to drive over the summer I was 18, paid for my own lessons, and got my license. I would have thought I could never do it, but it's very possible.
Spending money isn't really awful, I've learned over time. Spending more than you can afford is awful. But if you have a cushion of savings that you haven't been using, and you spend it down a little for a one-time investment in your human capital, it's not actually that bad. Attaching an emotional valence to how many dollars you have in the bank gets in the way of living.