Tech Insider : Business, Sports
Irwin D. Simon

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.

Tech Insider : Business, Economy, Environment
William Butterton
William Butterton is a full-time engineer. He runs Pack Daddies Card Co. and Viking Vendors on the side.

For burnt-out 9-to-5ers looking to start something of their own, there's good news and bad news.

The good news is that it's never been easier to start a side hustle. Unfortunately, that's also the bad news.

Tech Insider : Business, Travel
Lauuren McCadney and family
Lauren McCadney and her family moved to be closer to each other.

Lauren McCadney had always wanted to live next door to friends or family. In her late 50s, she finally made that happen, though not the way she'd planned.

Tech Insider : Economy, Business, Style
Susan Cannon
Susan Cannon is struggling to pay off her credit card debt due to the high interest rates.

Sitting outside every morning with a fresh cup of coffee or reading a book in the front yard at night: it's the simple pleasures that matter to Susan Cannon.

Tech Insider : Business
Samantha G. Pettyjohn
Business Insider reporter Samantha Pettyjohn embraced whimsy to kick off 2026.
Tech Insider : Business, Style
Michael Andrews
Michael Andrews opened Michael Andrews Bespoke in 2006.
Tech Insider : Business, Style
Katrina Purcell; Esosa Edosomwan; Gigi Robinson
Left to right: Katrina Purcell, Esosa Edosomwan, Gigi Robinson.
Tech Insider : Technology, Business, Travel
Andrew McCollum

This as-told-to essay is based on a conversation with Andrew McCollum, the 42-year-old CEO of Philo, based in San Francisco. It's been edited for length and clarity.

Tech Insider : Business, Style
Dusti Arab; Pete Srodoski
Left to right: Dusti Arab and Pete Srodoski