as-told-to | iCloud.Info

I'm the cofounder of a caviar brand created with Aaron Paul. I run on 5 hours of sleep and don't take meetings on Fridays.

Sun, 12/21/2025 - 07:44

Tech Insider : Business, Travel

Diego Sabino of The Only Caviar.
The Only Caviar

Careers, as-told-to, Food, CEOs, Founder, power-hours, caviar

I am training AI to do my investment analyst job. It's a bet on job security.

Sun, 12/21/2025 - 06:11

Tech Insider : Business, Economy, Environment

AI trainer Alexander Vasylenko.
Alexander Vasylenko

finance, ai-training, finance, analyst, as-told-to, hustle-culture-big-bet

I drive for Uber and Lyft after retiring from Wall Street. The principles I learned as a trader help me make more money.

Sun, 12/21/2025 - 05:45

Tech Insider : Economy, Business, Technology

Sergio Avedian wears a pair of glasses and a blue and white checkered shirt while facing the camera. — Sergio Avedian started driving for Uber and Lyft after retiring from his job as a Wall Street trader.
Sergio Avedian

economy, Uber, Lyft, ride-hailing, gig-work, as-told-to

I'm a world-record spearfisher turned yacht broker. Here's how I got into helping the ultrawealthy find the right boat.

Sun, 12/21/2025 - 05:32

Tech Insider : Business, Travel

Cameron Kirkconnell with a large reddish pink fish. — Cameron Kirkconnell is a world-record spearfished turned yacht broker.
Cameron Kirkconnell, Ikonic Yachts

Careers, as-told-to, Yachts

I'm a founder struggling to date. I take note of how men react to my success and am fast at weeding people out.

Sun, 12/21/2025 - 05:15

Tech Insider : Business, Economy

Kameron Buckner says she pays close attention to the way men she dates react to her ambition and success.

Kameron Buckner

Careers, as-told-to, Dating, tech-founders, startup-founders, dating-in-tech, dating-tips

I'm a career coach for Big Tech employees. Here are my 4 tips for dealing with a micromanaging boss.

Sun, 12/21/2025 - 05:09

Tech Insider : Business, Economy, Environment

Kyle Elliott sitting in a chair. — Elliott's clients work at both growing startups and Big Tech companies.
Courtesy of Kyle Elliott

Careers, as-told-to, contributor-2025, career-coach, tech-careers, micromanagement, Boss

I'm 61 with 16 grandkids. Instead of downsizing, we bought a bigger vacation home to finally make family trips work.

Sat, 12/20/2025 - 07:21

Tech Insider : Business, Style

Doug Beachy (center) and his large family of four kids and 16 grandchildren. — Doug Beachy (center) and his large family.
Courtesy of Doug Beachy

Real Estate, Downsizing, upsizing, grandparents, vacation-homes, Homebuyer, pacaso

I'm 48 and starting my own business because I'm concerned that companies see me as 'too senior' to work in tech

Sat, 12/20/2025 - 05:56

Tech Insider : Business, Environment, Technology

Baz Costello is taking a break from LinkedIn after growing frustrated in his job search.
Courtesy of Baz Costello

Careers, job-search, as-told-to, ageism

I'm an ex-Clinton strategist turned CEO. I don't micromanage and love Chinese food and brain games — here's a day in my life.

Sat, 12/20/2025 - 05:25

Tech Insider : Business

This as-told-to essay is based on a conversation with Mark Penn, the 71-year-old CEO and Chairman of Stagwell, based in Miami Beach. It's been edited for length and clarity.

Careers, freelance-photography, jorge-castillo, as-told-to, BI-freelancer, stagwell, steve-ballmer

I worked at Tesla and Waymo. Here are the leadership lessons I bring to my startup.

Sat, 12/20/2025 - 04:52