I worked at McKinsey and JPMorgan before moving to Spain to teach. Here's why the corporate world was a necessary step.

Tech Insider : Business, Travel
Victoria Yorio
Victoria Yorio now lives in Madrid.

Victoria Yorio

I'm the 90-year-old matriarch of a 4-generation household. I sleep on the couch, and my family shares the other 6 bedrooms.

Tech Insider : Business
June Boyd's family sitting on the steps of their multigenerational house
The Boyd family lives in a large, multigenerational house in Toledo, Ohio.

Ali Lapetina for BI

I'm the CEO of Headspace and a former Navy pilot. Here's a day in my life, from battling sleep issues to flying a plane.

Tech Insider : Business, Sports, Style
CEO of Headspace
Tom Pickett is the CEO of Headspace and a former Navy pilot.

Gabriela Hasbun for BI

I couldn't afford housing near my job. I pay $650 to live with a 77-year-old and help her with chores.

Tech Insider : Business
An older woman and a younger woman are standing in a kitchen.
Kayla Mazza and Honey Donegan at their home in southern Vermont.

Courtesy of Ben DiFlorio/HomeShare Vermont

I quit my corporate job and moved back in with my parents. It didn't feel like a step back — it made me more confident.

Tech Insider : Business, Travel
A woman in a pink pancho sits under a tall bush.
Keara Callahan.

Courtesy of Keara Callahan

I retired early from Google after 18 years. My grandfather's advice helped me invest enough to leave my job at 55.

Tech Insider : Business, Sports
Matt Lowrie is sitting at an outdoor table with a drink glass in front of him
Matt Lowrie quit Google in November 2025.

Courtesy of Matt Lowrie

I taught Claude to talk like a caveman to save my AI tokens. It became unusable — and I learned a lesson about virality.

Tech Insider : Business, Technology
Alexander Huso is pictured.
Alexander Huso taught Claude to talk like a caveman to save on output tokens.

Alexander Huso

I spent $46,000 joining a Florida country club, but didn't fit in. It's my biggest financial regret.

Tech Insider : Economy, Business, Style
Layton Cox and his wife
Layton Cox and his wife joined a country club in Florida.

Courtesy of Layton Cox

My aging family kept falling for scams. For $20, I built a no-code app to protect them.

Tech Insider : Economy, Business, Crypto
Matt Sanner and his parents
Matt Sanner, 54, vibe coded ScamSkeptic, an app to help his aging family members who have fallen for scams.

Zack Wittman for BI

I graduated college this week without a job lined up. It feels like everyone else has their future figured out except me.

Tech Insider : Business
Annie Tran grad pic 2
Annie Tran says she feels like the only person in her circle without a postgrad job.

Annie Tran

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