Brought to you by: • Pendo—The only all-in-one product experience platform for any type of application — 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:
Listen now on Apple, Spotify, and YouTube. Find the transcript at: https://www.lennysnewsletter.com/p/scaling-uber-and-opendoor-brian-tolkin Some takeaways:
Where to find Brian Tolkin: • X: https://x.com/briantolkin • LinkedIn: https://www.linkedin.com/in/briantolkin/ 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 Referenced: • Twitter’s former Head of Product opens up: being fired, meeting Elon, changing stagnant culture, building consumer product, more | Kayvon Beykpour: https://www.lennysnewsletter.com/p/twitters-former-head-of-product-kayvon-beykpour • Opendoor: https://sell.opendoor.com/ • How to sell your ideas and rise within your company | Casey Winters, Eventbrite: https://www.lennysnewsletter.com/p/how-to-sell-your-ideas-and-rise-within • Thinking beyond frameworks | Casey Winters (Pinterest, Eventbrite, Airbnb, Tinder, Canva, Reddit, Grubhub): https://www.lennysnewsletter.com/p/thinking-beyond-frameworks-casey • Zigging vs. zagging: How HubSpot built a $30B company | Dharmesh Shah (co-founder/CTO): https://www.lennysnewsletter.com/p/lessons-from-30-years-of-building • FlashTags: A Simple Hack for Conveying Context Without Confusion: https://www.onstartups.com/flashtags-a-simple-hack-for-conveying-context-without-confusion • Jobs to Be Done Theory: https://www.christenseninstitute.org/theory/jobs-to-be-done • The ultimate guide to JTBD | Bob Moesta (co-creator of the framework): https://www.lennyspodcast.com/the-ultimate-guide-to-jtbd-bob-moesta-co-creator-of-the-framework/ • Zillow: https://www.zillow.com/ • Zillow, Opendoor announce multi-year partnership: https://investor.opendoor.com/news-releases/news-release-details/zillow-opendoor-announce-multi-year-partnership • Building product at Stripe: craft, metrics, and customer obsession | Jeff Weinstein (Product lead): https://www.lennysnewsletter.com/p/building-product-at-stripe-jeff-weinstein • Stripe Atlas: https://stripe.com/atlas • Founders podcast: https://www.founderspodcast.com/ • Uber will deliver ice cream to you today: https://www.dispatch.com/story/lifestyle/food/2016/07/13/uber-will-deliver-ice-cream/24201840007/ • UberKittens: https://www.uber.com/newsroom/uberkittens/ • UberPuppies: https://www.uber.com/blog/uberpuppies-want-to-play/ • Shoe Dog: A Memoir by the Creator of Nike: https://www.amazon.com/Shoe-Dog-Memoir-Creator-NIKE/dp/1471146723 • The Black Swan: The Impact of the Highly Improbable: https://www.amazon.com/Black-Swan-Impact-Improbable-Incerto/dp/1400063515 • The Design of Everyday Things: https://www.amazon.com/dp/0465050654 • Shantaram: https://www.amazon.com/Shantaram-SHANTARAM-Paperback-GregoryDavidRoberts/dp/B00QPVJESC • Full Swing on Netflix: https://www.netflix.com/title/81483353 • Formula 1: Drive to Survive on Netflix: https://www.netflix.com/title/80204890 • Break Point on Netflix: https://www.netflix.com/title/81569920 • Air on Prime Video: https://www.amazon.com/AIR-Matt-Damon/dp/B0B8Q3JMCG • Fi smart dog collar: https://tryfi.com/ • Particle: https://particlenews.ai/ • Sara Beykpour on LinkedIn: https://www.linkedin.com/in/sarabeykpour/ • A new-parent gift guide for product managers: https://www.lennysnewsletter.com/p/a-new-parent-gift-guide-for-product • Jeff Holden on LinkedIn: https://www.linkedin.com/in/jeffholden/ • Travis Kalanick on X: https://x.com/travisk Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com. Lenny may be an investor in the companies discussed. You're currently a free subscriber to Lenny's Newsletter. For the full experience, upgrade your subscription. |
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Lessons from scaling Uber and Opendoor | Brian Tolkin (Head of Product at Opendoor, ex-Uber)
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