After writing about resellers making 6 figures on eBay and Poshmark, I tried selling closet items. Here's why I stopped after earning about $100.

Tech Insider : Business, Sports
elkins
The author tried her hand at reselling clothing items. The side project did not last long.

Kathleen Elkins

If I write about a particular side hustle, money-saving hack, or wealth-building strategy long enough, it's only a matter of time before I want to attempt it myself.

I'm a co-creator of Alexa. Writing a 6-page memo helped me decide to quit Amazon and launch my own AI startup.

Tech Insider : Business
William Tunstall-Pedoe
William Tunstall-Pedoe is the founder and CEO of UnlikelyAI.

Courtesy of William Tunstall-Pedoe

The career advice Jensen Huang gave me

Tech Insider : Business, Technology
Siddhant Pardeshi
After quitting his full-time job at Nvidia, Sid Pardeshi co-founded Blitzy in 2023.

Blitzy

This as-told-to essay is based on a conversation with Sid Pardeshi, 32, the co-founder and CTO of a generative AI software platform. He is from India and lives in Cambridge, Massachusetts. The following has been edited for length and clarity.

I quit finance at 54 to go full-time with my matchmaking side hustle. I love having a career where being older is an asset.

Tech Insider : Business
Cassindy Chao headshot
Cassindy Chao now works as a full-time matchmaker.

Courtesy of Cassindy Chao

I'm delivering for Uber Eats after decades in corporate marketing. It's helped me make money — and stay humble.

Tech Insider : Economy, Business, Travel
Jay Mandel wears a dark blue shirt while gazing through a window on the right side of the photo
Jay Mandel worked in marketing for decades before turning to gig work last October.

Jay Mandel

I took a career break to travel in my 40s, but even that exhausted me. I reparented myself — and finally learned to slow down.

Tech Insider : Travel, Travel, Business
Himal Mandalia wearing a helmet and driving a quad bike.
Mandalia left his job in 2022 and spent 18 months traveling.

Courtesy of Himal Mandalia

I quit my job in London to move to Barcelona and start a business. I fly back for meetings twice a month — but it's worth it.

Tech Insider : Travel, Business
Ethan Spibey with his dog in Barcelona
Ethan Spibey now lives in Barcelona with his husband and dog.

Courtesy of Ethan Spibey

I've made 5 career pivots across music, retail, and startups. I reset my goals every few years — but 1 thing never changes.

Tech Insider : Business, Environment, Technology
Ryan Edwards with a screen showing audoo's logo
Ryan Edwards, who was previously in a band, founded Audoo.

Courtesy of Ryan Edwards

A gig work CEO explains the jobs most likely to survive automation in 2026 and beyond

Tech Insider : Economy, Business
Tim Fung, founder and CEO of Airtasker, smiles while wearing a dark blue puffy vest and a light grey shirt and glasses with black rims.
Tim Fung is the founder and CEO of Airtasker, a gig work app based in Australia.

Airtasker

I wrote a book while working full-time. These 3 productivity habits helped me do it without sacrificing sleep.

Tech Insider : Business
Joshua Nelken-Zitser on holiday
Joshua Nelken-Zitser made sure to celebrate writing milestones with dinners and a vacation.

Joshua Nelken-Zitser

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