What We Can Learn from New York City

The view from Automattic's NoHo Office

Today marks the end of my first week in New York City. It is an ex­cep­tion­ally ac­tive place. Neither the hus­tle nor the bus­tle ever stops. Sirens sound at all hours of the day and you’re con­stantly smelling en­tirely new things. I’ve been told New York is an ac­quired taste. I can see why they might say that.

Back home, it’s rare I would walk down the street and over­hear a ran­dom founder talk about their lat­est Y Combinator fund­ing round. Here, it’s ap­par­ently com­mon enough to oc­cur at least once a week. Everywhere I look, I find the head­quar­ters of multi­na­tional com­pa­nies and the of­fices of ma­jor gov­ern­men­tal or­ga­ni­za­tions.

The City is Practical

If I were to de­scribe Portland, Oregon (which I vis­ited a few weeks ago to at­tend WordCamp US) in one word, it would be op­ti­mistic. If I were to de­scribe New York in one word, based on my in­cred­i­bly lim­ited ex­pe­ri­ence thus far, it would be prac­ti­cal.

The city and the peo­ple who re­side in­side take very lit­tle fluff. They say things as they are, in the kind­est way pos­si­ble. If they don’t think your pro­posed route to a restau­rant will work, they stop you be­fore you fin­ish ex­plain­ing and put you on the right track. It saves every­one time and en­ergy.

This is some­thing I per­son­ally need to prac­tice more of­ten in my work. It is com­mon for me to avoid pro­duc­tive con­ver­sa­tions or code re­views, only be­cause they might evoke a neg­a­tive emo­tion in the short-term. These same con­ver­sa­tions usu­ally pro­duce pos­i­tive emo­tions in the long term, so it is in my in­ter­est and in my col­league’s in­ter­est to have them. NYC is slowly train­ing a habit to rec­og­nize these sit­u­a­tions more of­ten and make the right de­ci­sion.

I don’t think I’m alone here. I think a plu­ral­ity of peo­ple in the mod­ern world could ben­e­fit from a bolder mind­set that takes on tough con­ver­sa­tions, rather than shy­ing away.

We’re Not Done Yet

I’ll be in New York for an­other week. If all goes well, I’ll have more op­por­tu­ni­ties to learn from the other mem­bers of the AI group. It’s been great to hang out with James and the gang. The cul­ture here is in­cred­i­bly invit­ing. I am im­mensely grate­ful to be here.

Published September 13, 2025 at 6:00 AM

Proofread by Harper.

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