I won New York City's affordable-housing lottery. Five years later, I feel trapped with my family in 800 square feet.

Tech Insider : Business
Woman on laptop sitting on couch with dog at her feet
Winning the New York City affordable housing lottery was one of the best things that ever happened to me. Five years, a husband, and a kid later, I feel like I have no choice but to stay.

Caralynn Matassa

I was scared when I quit my $700k job — but taking the risk taught me an important lesson about money and happiness

Tech Insider : Business, Travel
Jay Gengelbach
Gengelbahc quit his job at Verily in mid-2024

Courtesy of Suzanne Tadros Photography; BI

I have a 6-figure job and $25,000 in credit card debt. I fell victim to lifestyle creep, and inflation doesn't help.

Tech Insider : Business, Travel
headshot of a woman with dark hair
Angelisa Cunniff.

Courtesy of Angelisa Cunniff

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