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I Built 2 Companies That Drove $1 Billion for Clients. The Biggest Lesson Was to Question What Worked

23 0
16.09.2026

I Built 2 Companies That Drove $1 Billion for Clients. The Biggest Lesson Was to Question What Worked

Building a successful model is one challenge. Knowing when to question it, delegate decisions, and disrupt your own business is another.

EXPERT OPINION BY LAUREN KLEINMAN, FOUNDER AND CEO OF DREAMDAY

Illustration: Adobe Stock

I’ve been starting businesses since I was 11, although I certainly didn’t call them businesses back then. I sold Tamagotchis and Razor Scooters to classmates before eventually turning my parents’ garage into a tutoring business. Even then, I had a knack for spotting something people wanted, figuring out how to give it to them, and then figuring out how to do it better.

I spent the first part of my career inside some of the fastest-growing companies in America. After college, I became the first employee........

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