I moved from Florida to the Midwest. I was skeptical, but my new home has the perfect mix of city life and suburban charm.

Tech Insider : Business, Sports, Style
Yelena poses in front of a floral art exhibit.
I moved from Florida to Shaker Heights, Ohio.

Yelena Alpert

I moved across the country for a dream job. Within a year, I realized I'd made a mistake.

Tech Insider : Business
The writer and her cat in a packed van, moving across the country for a job.
I drove across the country for my dream job.

Roshelle Patterson

I traveled the world for nearly 2 years. It was great, but not having my own space was challenging.

Tech Insider : Travel, Travel, Business
A side-by-side image of the writer standing on a cliff in Nusa Penida, Indonesia, and sitting in a circular wicker chair in Bali.
I'm so happy I traveled around the world on my own, but it was more challenging than I thought it would be.

Anuja Bagri

My son and I took my 70-something parents to Europe for 2 weeks. Including them made everything harder, but I'm glad we did.

Tech Insider : Travel, Travel, Business
Woman smiling with son and parents in front of house on farm
I brought my parents, who are in their 70s, to Europe for a two-week trip with my son. Although it was difficult to adjust our plans, it was the best travel decision.

Carrie Kirby

I joined 25 strangers for a weekend trip off the grid in a remote town. Stepping way out of my comfort zone paid off.

Tech Insider : Travel, Travel, Business
Woman smiling in front of red house with green doors
As I've gotten older, I've learned to embrace rare chances to step out of my comfort zone. This time, it was by disconnecting in a remote area abroad with a group of people I didn't know.

Allie Hubers

We moved so my 80-year-old wife could attend Cambridge University. The loneliness and shifting responsibilities have been tough.

Tech Insider : Travel, Business
Two people smiling for selfie in classroom
We've had to move countries, take pay cuts, and rearrange our lives so my wife can get this prestigious degree.

Barry Rueger

We lived on a sailboat for 18 months. The lifestyle was much more challenging than we expected.

Tech Insider : Travel, Travel, Business
The writer and her husband standing on their boat, in front of another boat, in the blue ocean.
We lived on a boat and sailed around Europe for 18 months.

Laura Keys

I took my toddler and 3-month-old on a work trip. It was exactly as chaotic as you'd imagine — but I'd do it again.

Tech Insider : Travel, Travel, Business
Woman chasing after toddler in Palm Springs
Taking my family (not pictured) with me on a work trip was a bit stressful, but I'm glad I did it.

Jordan Siemens/Getty Images

I spent 5 months in Chile. It changed my outlook on where I wanted to live — and helped me find my dream city in the US.

Tech Insider : Business
Author Jenna DeLaurentis smiling next to aerial view of buildings, trees in Chile
I moved to Santiago to learn Spanish, but my time abroad helped me find the US city I actually wanted to live in once I returned.

Jenna DeLaurentis

I took my mom to Italy for her 60th birthday on a tight budget. The 3-week trip really amplified our differences.

Tech Insider : Travel, Travel, Business
A selfie of a mother and son on a ferry to Sicily.
Taking my mom on a budget trip to Italy for her 60th birthday wasn't easy, but we learned so much about each other.

Matthew Harding

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