I used ChatGPT to plan a vacation, while my partner used Claude. We pitted the itineraries against each other to surprising results.

Tech Insider : Travel, Travel, Business
Santiago Barraza Lopez in Tunisia
The author used AI bots to plan his trip to Tunisia.

Courtesy of Santiago Barraza Lopez

After moving to Alabama for my husband's job, I was lonely. The key to making friends was being the one to make plans.

Tech Insider : Business
The author with four friends showing off watercolors they'd created in their watercolor club.
The author, right, hosts themed parties for friends, including a watercolor party.

Courtesy of Alyssa Hakanson

I live in Arizona, where it can be 100 degrees in the fall. I still decorate with pumpkins and fake leaves.

Tech Insider : Business, Environment
Woman posing by her door
The author, who lives in the desert, still decorates her house for Fall.

Courtesy of the author

I struggled to afford rent, so I built myself a tiny house. At 56, I moved in, and I'm finally a homeowner.

Tech Insider : Business, Travel
the author sitting on the deck of her tiny house
The author is living in her tiny house in her 50s.

Courtesy of Rasa Pescud: Living Big in a Tiny House

I founded my company while sailing around the world on a boat. It made $20 million in revenue last year.

Tech Insider : Travel, Business, Technology
Luke Barwikowski on his sailboat
Luke Barwikowski founded his company while sailing through New Zealand.

Courtesy of Luke Barwikowski

I struggled to make and keep friends as a millionaire. Now, I can only connect with other wealthy people.

Tech Insider : Business
Lane Kawaoka
The author is a millionaire who struggled with friendships at first.

Desmond Centro for BI

This essay is part of Lonely at the Top, a series that examines the link between wealth and loneliness.

My 95-year-old grandmother doesn't want to move to an assisted living facility. We are stuck with an impossible choice.

Tech Insider : Business
Twins with great grandmother
The author's twins sharing twin with his grandmother.

Courtesy of the author

My sister and I were raised to be entrepreneurs and started a business together. We keep each other's egos in check.

Tech Insider : Business, Environment
Bobby and Brianna Bitton
Bobby and Brianna Bitton are siblings and cofounders of women's health brand O Positiv.

Photo credit: O Positiv

I lost 60 pounds in my 50s, and I've never felt stronger. Here's how I did it and kept the weight off.

Tech Insider : Business
The author is working out at a gym.
TK

Courtesy of Kelly Kanaras

I furnished my post-divorce home for free. It taught me the importance of community.

Tech Insider : Business, Travel
Woman at the Wyndwood walls
The author furbished her new apartment after divorce thanks to a Facebook group.

Courtesy of the author

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