Now that I'm in my 50s, I regret not trusting my gut more through the years

Tech Insider : Business
The author, Elana Rabinowitz, poses on an overlook.
The author said she once always asked other people for advice before making any decisions, big or small. Now she's learning to trust her gut more.

Courtesy of Elana Rabinowitz

My wife loves to talk nonstop, but I love silence and alone time. We came to an agreement that saved our marriage.

Tech Insider : Business
Kimanzi Constable and wife in front of the wiffel tower
The author and his wife struggled with communication at first.

Courtesy of Kimanzi Constable

My grandmother wrote me a letter before my wedding. Her marriage advice insulted me at first, but now I get it.

Tech Insider : Business
Groom raised up the bride in the passionate dance. Woman smiles pleasantly and kisses her husband. Plenty of guests are on the background

Victor Dyomin/Getty Images

When I made $1 million, friends and family kept asking for money. I had to cut some relationships out of my life.

Tech Insider : Business
Kimanzi Constable sitting on the couch with his laptop
The author cut people out of life when he made a lot of money.

Courtesy of Kimanzi Constable

I'm the oldest of 8 kids, including 5 foster siblings. There are pros and cons to my big family.

Tech Insider : Business, Style
Six kids sitting on a lawn embracing.
The author (not pictured) is the oldest of her eight siblings.

Florin Prunoiu/Getty Images/Image Source

I moved to New York City and worried I'd be homesick. Then, my sister and best friend became my neighbors.

Tech Insider : Business
The author and her friends in the kitchen
The author lives near her sister and best friend in New York City.

Courtesy of Maya Walsh-Little

My mother prepared for retirement, but a dementia diagnosis wiped out her savings. I had to scramble to figure out her care.

Tech Insider : Business
Anna De La Cruz and her mother
The author (left) had to care for her mother's finances after a dementia diagnosis.

Courtesy of Ala Landin

I left my university in Milan to study in a much smaller town. I loved the lower cost of living and slower pace.

Tech Insider : Travel, Business, Sports
Via Donato Bramante with Palazzo Albani which houses the headquarters of the University of Urbino, the Institute of Art History, the Institute of Archaeology and the Presidencies of Political Sciences and Education Sciences. Urbino (Italy), April 4th, 2024
The author left the busy streets of Milan for a slower pace at the University of Urbino.

Marta Carenzi/Archivio Marta Carenzi/Mondadori Portfolio via Getty Images

Christmas Eve is my late wife's birthday. This year, instead of crying, I'll celebrate the good times we had.

Tech Insider : Business
Couple posing for photos in the snow
The author's late wife's birthday was Christmas Eve.

Courtesy of the author

I applied for 900 jobs after being laid off at 62. AI made the search even harder.

Tech Insider : Business, Technology
Jim Herrington headshot
Jim Herrington has applied for 900 jobs since March 2024.

Courtesy of Jim Herrington

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