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Lessons from scaling Uber and Opendoor | Brian Tolkin (Head of Product at Opendoor, ex-Uber)

Brian Tolkin is the Head of Product at Opendoor. Previously, he was one of the early employees at Uber, where he was instrumental in launching and growing UberPool, UberHop, and UberExpress and started one of the first product operations teams in tech. In our conversation, we dive into:

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Find the transcript and references at: https://www.lennysnewsletter.com/p/scaling-uber-and-opendoor-brian-tolkin
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Where to find Brian Tolkin:

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In this episode, we cover:
(00:00) Brian’s background
(02:14) Career beginnings at Uber
(02:49) Transitioning from product operations to product management
(06:47) Product and operations synergy
(10:00) Surge pricing at Uber
(12:18) Scaling challenges, and stories
(15:47) Opendoor and Covid adaptations
(25:38) Product reviews and Jobs to Be Done
(40:30) The challenges of A/B testing
(42:23) Increasing conviction in solutions
(44:33) Leveraging intuition in product decisions
(47:07) Partnering with Zillow
(52:55) Staying calm under pressure
(56:25) Finding the “kernel of truth” in product management
(01:00:21) Failure corner: Early days of Uber Pool
(01:06:11) Lightning round and final thoughts
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Lenny may be an investor in the companies discussed.

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