As a mom of 4, I've done every parenting phase. Middle school has been the hardest — and the most humbling.

Tech Insider : Business, Travel
Mother and Children Watching Sunset
The author says that parenting middle schoolers can be hard.

VISION4RY-L4NGU4GE/Getty Images/iStockphoto

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 from Spain to Florida 21 years ago. My first marriage fell apart, but I met the love of my life.

Tech Insider : Travel, Business
Mom with sons
The author moved from Spain to Florida 21 years ago.

Courtesy of the author

I ditched mom life for 48 hours to see the Backstreet Boys in Vegas. It was one of the best decisions I've ever made.

Tech Insider : Business
The author poses with two of her friends while at a Backstreet Boys concert at the Sphere in Vegas.
The author (right) poses with her friends while attending a Backstreet Boys concert at the Sphere in Vegas.

Courtesy of Anna Rahmanan

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

While I led my company through a $150 million acquisition, my husband handled the parenting. Here's how we make it work in our house.

Tech Insider : Business, Travel
Tiffany Haynes with her husband and kids.
Tiffany Haynes with her husband and kids.

Photo credit: Teresa's PHOTOWORKS

My 65-year-old mom is healthy, but she started purging her stuff. Being part of the process is helping me learn about my family.

Tech Insider : Business
Woman looking through old things
The author is helping her mom purge her stuff.

Courtesy of the author

I've traveled to 16 countries with my guide dog. He gives me freedom, but sometimes strangers make me want to stay home.

Tech Insider : Travel, Travel, Business
The writer and her guide dog standing in front of a monument.
captionTK

Milagros Costabel

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

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