I built an AI app with a tiny team. We scaled it to millions and sold it to MyFitnessPal in under 2 years — here's how.

Tech Insider : Business
A young man with tousled dark hair and a small goatee faces forward wearing a gray sweatshirt against a plain background.
Jake Castillo cofounded Cal AI in 2024.

Courtesy of Jake Castillo

We moved to Mexico in our 60s because US retirement was unaffordable. We started an AI business and rent a house here for $1,250 a month.

Tech Insider : Economy, Business, Technology
Karen Watts Nauman and Jeff Nauman
Karen Watts Nauman and Jeff Nauman moved to Mexico and founded The AI Boomers.

Karen Watts Nauman

I was happy at Apple, but I burned out after becoming a manager. I took a career break at 30 and have no regrets.

Tech Insider : Economy, Business, Environment
Meredith Meyer
Meredith Meyer

Carrie Kizuka Photography

I had to cut my already small staff in half because of AI. We've evolved the business to keep up with the AI era.

Tech Insider : Business
A smiling man with short brown hair and a trimmed beard faces forward against a plain background.
Alex Cohen is the CEO and founder of Xander Marketing.

Courtesy of Alex Cohen

I've been job hunting for 7 months since being laid off from my consulting job. I cashed out my 401(k) to stay afloat.

Tech Insider : Business, Style
Aaron Laniewicz
Aaron Laniewicz

Aaron Laniewicz

I was a Meta HR manager before getting laid off. If I could speak to my younger self, here's what I'd tell her.

Tech Insider : Business
Chikara Kennedy, headshot in a business dress suit.
Chikara Kennedy founded her own company after being laid off from Meta.

Courtesy Chikara Kennedy

I was on the Air Canada flight that crashed at LaGuardia. I felt the plane lose control, and I ducked and prayed.

Tech Insider : Travel, Business
Jack Cabot, a passenger from flight AC8646, which collided with a truck at LaGuardia Airport.
Jack Cabot was on Air Canada Flight AC8646 to LaGuardia Airport when it crashed upon landing.

TIMOTHY A. CLARY / AFP via Getty Images/Jack Cabot

I'm an editor at Google. AI has taken over some of my work, but my humanities degree gave me an unexpected edge.

Tech Insider : Business, Style
A person with short pink hair looks at the camera in front of a bookshelf filled with novels.
Marie Pabelonio is an editorial lead at Google.

Courtesy of Marie Pabelonio

I got a job at Amazon, but kept interviewing at other MAANG companies. Here's why I left for Google.

Tech Insider : Business
Ganesh Karthik Sankar
Ganesh Karthik Sankar

Ganesh Karthik Sankar

I led my company's move from Wall Street to Florida. Here's why we chose St. Petersburg instead of Miami.

Tech Insider : Business, Environment, Travel
A man in a white shirt and tie smiles while wearing a black Webull-branded vest against a gray background.
Carlos Questell oversaw Webull's relocation of its headquarters to St. Petersburg.

Courtesy of Carlos Questell

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