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Deep dives, smart tips, and inspiring stories to be calmer, work smarter, and communicate better brought to you by Niklas Goeke, Michael Thompson, Nick Wignall, and friends.

20 lessons from 2 years in New York City

I spent a decade dreaming about New York City. Here’s what living there taught me

9 min readOct 9, 2025

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Two years ago, I moved to New York City with my wife and our cat. I’d first visited nearly a decade before, and it had always been a dream of mine — one I’d talked myself out of many times. I’m Canadian and I wasn’t sure how I’d figure out a way to stay. Working visas felt precarious. It was the most expensive city in the world. Plus, the best part of NYC was history — the present is nothing like the past, I told myself.

“Some dreams stay dreams, some dreams come true,” the song lyric goes. I had thought that living in NYC would be one of the many dreams that would have to wait. It wasn’t until I shifted my approach to work — giving up working independently, and applying to work full-time — that living in NYC became a real possibility. I went through six rounds of interviews and got a job offer at Figma, which came with an opportunity to move to NYC. This was an opening, and I took it.

I lived there for two years, and got to know it in ways I never could as a visitor. Here are 20 things I learned from actually living there as a local who paid an astonishing amount of rent, refused to jaywalk, and finally learned to…

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Published in SIMPLE

Deep dives, smart tips, and inspiring stories to be calmer, work smarter, and communicate better brought to you by Niklas Goeke, Michael Thompson, Nick Wignall, and friends.

Herbert Lui
Herbert Lui

Written by Herbert Lui

Covering the psychology of creative work for content creators, professionals, hobbyists, and independents. Author of Creative Doing: https://www.holloway.com/cd

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