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Zillow’s Founder Built 3 Iconic Companies by Asking 1 Simple Question

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07.08.2026

Zillow’s Founder Built 3 Iconic Companies by Asking 1 Simple Question

From travel prices to home values to workplace salaries, Rich Barton built companies by making hidden information useful to everyday customers and founders.

BY CHRIS STOKEL-WALKER

It’s hard enough starting one successful business. Imagine starting three. Rich Barton founded Expedia from within Microsoft in 1996, then spun it out as a separate publicly traded company in 1999. He remained CEO until 2003, then moved to Italy. It was there that he realized he could do the same thing he did for travel—lift the shroud of non-transparency around booking and paying for trips—to real estate.   

In December........

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