whether I would need to worry too much about looks at the office
'Uniforms' can go both ways. Would a person who only owns white Oxford shirts and monochrome dress pants have to go out and buy a new wardrobe he would feel very uncomfortable in if he wanted to work there? People who wear 20 year old band t-shirts can be every bit as judgemental about looks as people who wear tailored Italian suits.
Tech uniforms: instead of spending $2500 on four Brooks Brothers suits (seasonal sales), spend $2500 on fancy Nordic hiking clothes that you'll mostly wear sitting at a desk, as if an Arctic expedition might suddenly break out at the office and you'll need to at least have your base and mid layers ready.
Hipster/lumberjack can also work. Make sure the jeans are $400 Japanese raw selvedge to really get it right.
'Uniforms' can go both ways. Would a person who only owns white Oxford shirts and monochrome dress pants have to go out and buy a new wardrobe he would feel very uncomfortable in if he wanted to work there? People who wear 20 year old band t-shirts can be every bit as judgemental about looks as people who wear tailored Italian suits.