I thought not having kids was my biggest regret in life. I realized that I could be the cool aunt instead.

Tech Insider : Business, Sports
Woman with dog
The author didn't have kids and is now the cool aunt and dog mom.

Courtesy of the author

How tech CEOs and leaders balance AI, gaming, and social media for their families

Tech Insider : Technology, Business, Environment
Two kids sit on a bench in front of a windo with smartphones obscuring their faces.
tk

Olga Pankova/Getty Images

I wasn't sure if my daughter was ready to sleep over at a friend's on her own. I decided to join her.

Tech Insider : Business
Mom and daughter at sleepover
The author joined her daughter at a sleepover.

Courtesy of the author

I found making friends as a new mom so hard. A stranger on the street changed everything.

Tech Insider : Business
A baby in a stroller

combo1982/Getty Images

I want another child, but my husband doesn't. I've considered leaving, but instead, I'm looking for other ways to feel fulfilled.

Tech Insider : Business
Claire Volkman and her daughter
The author wants a second child, but her husband doesn't.

Courtesy of Claire Volkman

My kids have been to 26 countries on 6 continents. We never check bags.

Tech Insider : Travel, Travel, Business
The author poses with a carry-on suitcase while standing on a platform by train tracks.
The author said the key to easy travel days, is only using carry-ons — even when she's with her kids.

Courtesy of Jamie Davis Smith.

I'm raising my kids to think like entrepreneurs. I encourage them to negotiate even during sibling disagreements.

Tech Insider : Business
Cheryl Sew Hoy with baby
Cheryl Sew Hoy founded Tiny Health to help her daughter with eczema flair ups.

Courtesy of Cheryl Sew Hoy

I sent my son to college with emergency contraception, and I taught him to think about women's pleasure

Tech Insider : Business
Samantha Miller in front of greenery
The author talked with her son about female pleasure before college.

Courtesy of Samantha Miller

I'm anxious about my daughter's college applications, so I'm often nagging her. I'm now trying to save our relationship.

Tech Insider : Business, Travel
Gina Rich and her daughter taking a selfie
The author (right) and her daughter (left) are stressed about college admissions.

Courtesy of Gina Rich

My twins go to preschool at a nursing home. Its taught them about empathy and grief.

Tech Insider : Business, Environment
Kid and older man coloring by numbers
The author sends her kids to an assisted living facility that has a preschool.

Courtesy of the author

Subscribe to parenting-freelancer