I wear a suit because it shows I give a damn, and occasionally to look a little older.
Many people in startups wear costumes too, just a different sort for a different purpose.
I realize that people in tech generally avoid "suits", but there is a time and place for dressing up and there are certain industries where you need to wear the uniform to play the game. Maybe it works to show up in flip flops as the founder of Facebook, but if you're trying to sell someone a mission critical product and they're going to spend tens of thousands of dollars...
...oh man, I digress, this thinking deserves a blog post of its own.
Sounds like it'd be worth a read. I found an example I remembered from The Big Short, finance rather than tech: "Their clothes told you a lot, too. The guys who ran money dressed as if they were going to a Yankees game. Their financial performance was supposed to be all that mattered about them, and so it caused suspicion if they dressed too well. If you saw a buy-side guy in a suit, it usually meant he was in trouble, or schedule to meet with someone who had given him money, or both. Beyond that, it was hard to tell much about a buy-side person from what he was wearing. The sell side, on the other hand, might as well have been wearing their business cards: The guy in the blazer and khakis was a broker at a second-tier firm; the guy in the three-thousand-dollar suit and the hair just so was an investment banker at J.P. Morgan or someplace like that."
I don't mean anything by it, I just like tailored stuff. It looks good! It's highly evolved to maximise what men have got. But: if I wore one to most of my meetings, or to work, people'd ask questions or make a bunch of unfounded assumptions, so I don't.
It's a myth that technical communities don't care about clothes. They do - it's just they send a very particular set of signals and, what's more, they're the signals common to countercultures. That's fine: it's just another code, no more or less than any other. It'd be discourteous to go against it. I'm still going to be thinking wistfully of the ties in my wardrobe, though!