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

Tech Insider : Business, Economy, Environment
Alexander Vasylenko
AI trainer Alexander Vasylenko.

Alexander Vasylenko

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

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

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

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

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

Tech Insider : Business, Economy
Kameron Buckner headshot
Kameron Buckner says she pays close attention to the way men she dates react to her ambition and success.

Kameron Buckner

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

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

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

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

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

Tech Insider : Business, Environment, Technology
Baz Costello
Baz Costello is taking a break from LinkedIn after growing frustrated in his job search.

Courtesy of Baz Costello

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.

Tech Insider : Business
Mark Penn

Valerie Plesch for BI

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.

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

Tech Insider : Business, Style
LightSource founder Spencer Penn is pictured.
Spencer Penn said Waymo's org chart was "rotated 90 degrees from Tesla."

Spencer Penn

Mom of 15 and radio personality Delilah: I use plastic plates and homemade gifts during the holidays, and prioritize giving back.

Tech Insider : Business
Delilah in studio
Delilah is a mom of 15 and loves homemade holiday touches.

Courtesy of Delilah

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