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Leading with empathy | Keith Yandell (DoorDash, Uber)

Keith Yandell started at DoorDash as Chief Legal Officer and during his tenure has also led the HR, Customer Support, Marketing, and now Corporate Development teams.

Keith YandellguestLenny Rachitskyhost
Feb 9, 202355mWatch on YouTube ↗

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Episode Details

EPISODE INFO

Released
February 9, 2023
Duration
55m
Channel
Lenny's Podcast
Watch on YouTube
▶ Open ↗

EPISODE DESCRIPTION

Keith Yandell started at DoorDash as Chief Legal Officer and during his tenure has also led the HR, Customer Support, Marketing, and now Corporate Development teams. In today’s episode, we talk about leadership, and how to lead with empathy. We dig into DoorDash’s unique culture and touch on the WeDash program, which requires every employee to complete four deliveries a year in order to better understand the customer experience. Keith shares his “How to Work with Keith” document and discusses the importance of openness in the workplace. He also gives some tips for founders on hiring, engaging with legal, and how to make big decisions when teams are competing for resources. — Brought to you by OneSchema—Import CSV data 10x faster: https://oneschema.co/lenny | Amplitude—Build better products: https://amplitude.com/ | Coda—Meet the evolution of docs: https://coda.io/lenny Find the full transcript here: https://www.lennyspodcast.com/leading-with-empathy-keith-yandell-doordash-uber/#transcript Where to find Keith Yandell:

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In this episode, we cover: (00:00) Keith’s background (03:41) The time Keith asked a potential hire if he was an asshole (06:39) DoorDash culture (08:40) The WeDash program (13:16) How Keith was able to lead so many different teams at DoorDash (16:08) Hiring the best experts and then getting out of their way (18:21) The “How to Work with Keith” document (21:52) How and why Keith helps his employees land new jobs (27:22) How he leverages empathy to unify board members (29:26) The importance of assigning a decision maker and a time horizon for the decision (31:15) One-on-ones with Keith, and the T3 B3 framework from Uber (33:12) How to encourage constructive criticism from employees (34:49) What it’s like to lead in tough times and why it can actually make your org stronger (37:42) How creating urgency compounds gains (39:11) IPO day at DoorDash (40:20) The characteristics of top founders (41:33) How the pandemic impacted DoorDash (44:40) Advice for new parents that is applicable in business (45:24) The difficulty of gaining funding (46:58) Advice for founders struggling with fundraising (48:02) How Keith developed a strong relationship with the VP of Product and Design (50:27) Building an effective BD team within a product company (52:36) How to engage with legal teams Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.

SPEAKERS

  • Keith Yandell

    guest
  • Lenny Rachitsky

    host

EPISODE SUMMARY

In this episode of Lenny's Podcast, featuring Keith Yandell and Lenny Rachitsky, Leading with empathy | Keith Yandell (DoorDash, Uber) explores DoorDash’s Keith Yandell on empathy, culture, and crisis leadership Keith Yandell, longtime DoorDash executive and former Uber litigator, shares how empathy, humility, and founder-led urgency shape DoorDash’s culture and decision-making. He describes practices like the ‘no asshole’ rule, mandatory employee dashing (WeDash), and his “How to work with Keith” doc as core tools for scaling culture through hyper-growth. Yandell explains how a generalist mindset enabled him to lead disparate functions—legal, HR, marketing, support, BD, and corp dev—by hiring experts, giving them autonomy, and then getting out of their way. He also covers leading through crises (near-bankruptcy, COVID), partnering effectively with product, and his unusually proactive approach to developing people—even helping them find jobs outside the company.

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