The Crucible Moment for Airbnb

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Zillow CEO: "If you don't really have a clear picture of where the mountain is, what it's going to feel like to be there, then you get lost in the dark" He says COVID was an interesting catalyst and headwind for different businesses Airbnb had Brian Chesky and Joe Jebia on recent this year. The work from home trend will be the thing that defines our generation, he says.

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Today’s show:

Rich Barton joins Jason to give a masterclass on his thought process behind creating evocative top-tier brands like Zillow, Expedia, and Glassdoor. (22:02) Rich also discusses the lessons he learned from Bill Gates during his time at Microsoft (49:22), how tech management has evolved (57:04), and more!

Rich's blog on branding: https://www.hopperanddropper.com/syllables-scrabble-letters-and-picking-brand-names

Time stamps:

(0:00) Zillow CEO Rich Barton joins Jason

(1:58) The creation of Zillow’s Zestimate

(7:03) “Tension and Importance” and empowering people in the workplace

(13:24) Crowdbotics - Get a free scoping session for your next big app idea at crowdbotics.com/twist

(14:53) Branding and creating iconic company names

(16:53) Navigating major layoffs

(22:02) Back to building top-tier brands, “What got us here, won’t get us there”

(27:54) OpenPhone - Get 20% off your first six months at https://openphone.com/twist

(29:25) Steering the complex dynamics of startup-attorney interactions

(33:22) Defying convention to create stellar products and the effects digital currency