new-york-city | iCloud.Info

I played hooky from a work conference to spend the day with my daughter. Our adventures were well worth the guilt.

Fri, 02/20/2026 - 10:31

Tech Insider : Business, Travel

Cheryl Maguire and her daughter at the Guggenheim musem — The author (right) spent the whole day with her daughter instead of her work conference.
Courtesy of Cheryl Maguire

Parenting, Careers, Essay, parenting-freelancer, Parenting, Careers, work-travel

A 3-fund portfolio, a no-kid lifestyle, and a 'die with zero' mindset: How one NYC couple is retiring in their 40s

Fri, 02/20/2026 - 05:30

Tech Insider : Business

alex josette — Financially independent couple Josette Chang and Alexander Nathanson
Courtesy of Josette Chang and Alexander Nathanson

Careers, finance, personal-finance, finance, Investing, Retirement, new-york-city

I stopped bartending full-time to sell ice. My company now makes nearly $3 million a year, catering to Michelin-starred restaurants in New York City.

Thu, 02/19/2026 - 11:52

Tech Insider : Business, Style

man at bar — Richard Boccato launched his ice business in 2011.
Business Insider

Small Business, editorial-sponsorship, video-to-text, small-business, Business, new-york-city, Entrepreneurship

I quit my $192K Microsoft job and moved to Canada — then almost everything I owned was stolen. I'm learning to rebuild from scratch.

Thu, 02/19/2026 - 05:08

Tech Insider : Technology, Business

Careers, as-told-to, Entrepreneurship, Microsoft, Careers, job-search, artificial-intelligence

I'm the CEO of a cannabis and beverage company. I start my day in Central Park with my dog and hate being surrounded by 'yes' people.

Wed, 02/18/2026 - 05:05

Tech Insider : Business, Sports

This as-told-to essay is based on a conversation with Irwin Simon, the chairman and CEO of Tilray, based in New York City. It's been edited for length and clarity.

Careers, as-told-to, CEOs, Business, Entrepreneurship, Leadership, Lifestyle

Mamdani says if the state won't tax the wealthiest New Yorkers, he'd have to tax the middle class as a 'last resort'

Tue, 02/17/2026 - 17:09

Tech Insider : Economy, Economy, Politics

new york city mayor zohran mamdani speaking into a microphone — New York City Mayor Zohran Mamdani said that a property tax increase would be a last resort effort to balance the budget.
Kyle Mazza/Anadolu via Getty Images

economy, economy, new-york-city, Tax, politics, finance

I spent 60 hours traveling on Amtrak trains from New York to Texas. Here are 10 things that surprised me most.

Tue, 02/17/2026 - 10:51

Tech Insider : Travel, Travel, Business

Composite of man smiling on train next to image of Amtrak train — I rode two Amtrak trains on a long-haul journey from New York to Texas.
Michael Rosenthal

Travel, Features, Freelancer, evergreen-story, Train, Trains, Travel

NYC's outgoing planner says Mamdani's proposed rent freeze must avoid 'pushing buildings into distress'

Mon, 02/16/2026 - 08:32

Tech Insider : Politics, Economy, Economy

Director of the New York City Department of Planning, Dan Garodnick, speaking into a microphone. — Arturo Holmes/Getty Images for Riverside Park Conservancy

Real Estate, politics, economy, Housing, new-york-city, real-estate, law-gov-t-and-politics

I left California for my dream career in New York. I felt burned out and dissatisfied — so I took success into my own hands.

Mon, 02/16/2026 - 07:34

Tech Insider : Business, Politics, Style

The author posing in New York City. — I moved to New York City for my dream job, but after dealing with burn out, I had to redefine success.
Ruby Ford-Dunker

Careers, Freelancer, freelancer-le, new-york-city, Fashion, Journalism, Careers

Behind the scenes of 3 NYC tailors dressing Wall Street

Sat, 02/14/2026 - 05:20