This is a repository for major, life-altering mistakes that you or others have made. Detailed accounts of specific mistakes are welcome, and so are mentions of general classes of mistakes that people often make. If similar repositories already exist (inside or outside of LW), links are greatly appreciated.
The purpose of this repository is to collect information about serious misjudgements and mistakes in order to help people avoid similar mistakes. (I am posting this repository because I'm trying to conduct a premortem on my life and figure out what catastrophic risks may screw me over in the near or far future.)
People I value won't care if I have a non-standard hairstyle or wear clothing that doesn't fit well, I used to think. After cutting my hair and dressing better, I found that this is not the case.
To be clear, I think weird but fancy is great with the right audience. But being unable or not very good at presenting a non-weird image is a bad mistake. I underestimated how strong an image I projected to non-nerdy people. I think many other nerdy people underestimate the strength of the image as well.
I think there a difference between wearing clothing that just doesn't fit well and wearing the kind of weird clothing that can make a positive impression.
Wearing Hawaii shirts for example is weird but something that people who consider themselves open minded but don't consider themselves as nerds can see as cool.
I personally make the weird clothing choice of walking around in Vibriam Fivefinger shoes. In contrast to cutting myself off from other people they invite interest and people start conversation with me to ask me about them that they wouldn't start otherwise.