Doug Leone, every mention
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Verbatim, from the transcripts: the passages where Doug Leone comes up
Inside Sequoia's Investment Committee | How the SpaceX & Citadel Deals Went Down | Julien Bek
- ▶ 5:44 Harry Stebbings And that was Doug? 7 times in the scene
- ▶ 46:26 Harry Stebbings Start with Doug. 5 times in the scene
OpenAI vs Anthropic vs Open-Source | Token Maxing, AI Hangovers & The Coming ROI Reckoning · 20VC with Harry Stebbings
- ▶ 1:02:29 Harry Stebbings I remember meeting Doug Leone, who was one of my heroes, did not fucking disappoint. 3 times in the scene
OpenAI Buys TBPN & Their Management Team Reboot | Mercor Hack & Why Now is the Time for Cyber · 20VC with Harry Stebbings
- ▶ 39:06 Harry Stebbings Doug Leone had taken a step back from the firm, back from day to day, back from investing. 8 times in the scene
Marc Andreessen: Will a16z Go Public & Why Labour Displacement with AI is Wrong? · 20VC with Harry Stebbings
- ▶ 1:07:36 Harry Stebbings I, I asked Doug Leone this, but I'm intrigued because you have the same challenge.
Why Margins Don't Matter for Early-Stage Startups | Gili Raanan · 20VC with Harry Stebbings
- ▶ 55:10 Gili Raanan I couldn't do what I'm doing today without, uh, learning from, from, uh, Doug Leone and Michael Moritz and, and, and Jim Getz and, and, and, and Pat Grady.
20Growth: How Wiz Built a $30BN Brand in Enterprise | What Worked vs What Was a Mega Failure: Lessons Learned | Why Marketers Make the Worst CMOs & What To Look for in Growth with Raaz Herzberg
- ▶ 3:21 Harry Stebbings I've heard many good things from Doug across the years, so thank you so much for joining me.
- ▶ 59:44 Harry Stebbings Final, final one, I promise, but when we actually were prepping for this show, you said Shardul Shah at Index, and I think Doug Leone as two references, and I know them both very, very well for years. 3 times in the scene
20VC: Max Altman on The New Seed War: Can Anyone Compete with Sequoia and a16z | Leaving $2BN on the Table with Reddit | Lessons from Backing Rippling at $25M Post | Why Climate Tech is a Mirage and Disaster
- ▶ 1:08:24 Harry Stebbings Like, at 20, you'd hang out with Doug Leone, and I, I have no money, and Doug's obviously very, ah, it's fine. 2 times in the scene
Benchmark's GP, Everett Randle on Why Mega Funds Will Not Produce Good Returns · 20VC with Harry Stebbings
- ▶ 57:04 Harry Stebbings It was on this show where Doug Leone said, venture capital has transitioned from a high margin boutique community to a low margin commoditized industry. 2 times in the scene
- ▶ 57:26 Everett Randle You know, I think Doug might've gotten that idea from me.
Sequoia Partner, David Cahn on Who Wins in AI, Defence & The New $0–$100M Playbook · 20VC with Harry Stebbings
- ▶ 37:30 Harry Stebbings I remember when I interviewed Doug, and he was like, people think that, like, because we're Sequoia, everyone just comes and says, ah, here you are. 6 times in the scene
- ▶ 39:44 Harry Stebbings I have something called WWDD, which is what would Doug do?
General Catalyst CEO, Hemant Taneja: Lessons Scaling GC to $40BN in AUM · 20VC with Harry Stebbings
- ▶ 3:44 Harry Stebbings Doug Leone said that we've moved from a high margin boutique community to a low margin commoditized industry.
BVP Partner, Byron Deeter: The Future of Venture - Why Chanel vs Walmart is BS · 20VC with Harry Stebbings
- ▶ 1:04:08 Harry Stebbings I spoke to Doug Leone about this, where you have young people who make bad first investments.
Index Ventures Partner, Martin Mignot: Figma, Scale, Wiz: Inside Index’s Decacorn Factory · 20VC with Harry Stebbings
- ▶ 2:23 Harry Stebbings Doug Leone said on the show that we've moved from a,
20Product: Should We Kill the PM Role Entirely | How Does Product Design Change Most in a World of AI | How Do Monzo Build Product Today: What Works, What Does Not | Why Most Product Sucks and What Makes Truly Great Product
- ▶ 6:36 Harry Stebbings Doug Lione always says, we look for the broken ones, the misadjusted ones.
Larry Aschebrook, Founder & MP @GSquared: How We Lost Money on Uber and Made Millions on Lyft · 20VC with Harry Stebbings
- ▶ 14:36 Harry Stebbings When Doug Lee only calls you and goes, I've got something just for you.
Plural Partner, Taavet Hinrikus: Why Founders Will Realise Multi-Stage Funds Damage Seed Rounds · 20VC with Harry Stebbings
- ▶ 2:30 Harry Stebbings That kind of hit when you said it, because it made me think of Doug Leone, who said on the show to me that venture has turned from a boutique cottage industry into a commoditized, um, high volume industry.
Mitchell Green, Founder @ Lead Edge Capital: Why Traditional VC is Broken · 20VC with Harry Stebbings
- ▶ 54:45 Harry Stebbings Do you think venture, Doug Leone said on the show to me, that we've moved from a boutique high margin, uh, community to a commoditized low margin industry?
Nabeel Hyatt, GP @ Spark Capital: To Win in AI, Investors Need to Change Their Approach | E1255 · 20VC with Harry Stebbings
- ▶ 12:53 Harry Stebbings Do you agree with Doug Leone that we have seen the transition of venture from a high margin boutique industry, kind of village community to a low margin commoditized industry?
- ▶ 13:04 Nabeel Hyatt I, who am I to disagree with what Doug Leone says? 2 times in the scene
Shervin Pishevar: What Really Happened in the Firing of Travis Kalanick | E1245 · 20VC with Harry Stebbings
- ▶ 1:00:31 Harry Stebbings Doug Leoni said on the show that we've gone from a high margin boutique 2 times in the scene
Cem Sertoglu: Lessons from the Greatest Venture Investment in European History | E1228 · 20VC with Harry Stebbings
- ▶ 5:43 Harry Stebbings In terms of the explosion of capital, it's tied to a statement that Doug Leone said on the show. 3 times in the scene
Mark Goldberg: Why Politics is Rife & Decision-Making is Broken in Large VCs | E1219 · 20VC with Harry Stebbings
- ▶ 10:35 Harry Stebbings Doug Leone said to me, or I think it was on a show, he said that, you know, Venture has transitioned from a high margin boutique community to a low margin commoditized industry.
- ▶ 10:51 Mark Goldberg Well, first off, that's really interesting for somebody who is leading one of the multi-stage, the most successful multi-stage funds, and God bless Sequoia. 2 times in the scene
Zach Perret: Why ‘Founder Mode’ is the Most Dangerous Blog Post for Founders | E1215 · 20VC with Harry Stebbings
- ▶ 46:11 Harry Stebbings I agree completely, but we've moved from like a boutique industry, as Doug Leone calls it, to like a commoditized asset class.
Jeff Wang: Sequoia Capital's $9BN Global Equities Fund on The Future for NVIDIA, Google & Meta|E1212 · 20VC with Harry Stebbings
- ▶ 0:44 Harry Stebbings I spoke to Doug. 3 times in the scene
- ▶ 3:00 Harry Stebbings I have to ask, I spoke to Doug before. 3 times in the scene
- ▶ 11:15 Harry Stebbings Doug told me they did not know whether to keep global equities and made you earn it.
- ▶ 19:37 Jeff Wang As you know, Doug is on the board. 3 times in the scene
- ▶ 38:02 Jeff Wang So, uh, the Doug and Michael, and I give them a lot of credit for this, the way they set up the various businesses. 4 times in the scene
- ▶ 41:03 Jeff Wang And so I forget if it was Doug or Ruloff who organized this, but we organized, for example, Charlie Munger before he passed to come in and talk to the partnership.
- ▶ 1:01:02 Harry Stebbings You have had the chance to work with Doug, with Mike, with Rodolf. 14 times in the scene
- ▶ 1:02:43 Harry Stebbings Who's got a nose for talent, Mike or Doug? 2 times in the scene
- ▶ 1:04:38 Harry Stebbings Roloff, now he's joined your board and replaced Doug in that position. 3 times in the scene
Shardul Shah: How Index Makes Decisions & Why Benchmarks & Averages in VC are BS | E1202 · 20VC with Harry Stebbings
- ▶ 39:23 Shardul Shah Doug Leone. 3 times in the scene
David Schneider: Why the Worst VCs are "Seagull VCs" & VC Value Add - Is it Real? | E1200 · 20VC with Harry Stebbings
- ▶ 0:42 Harry Stebbings Doug Leone said many wonderful things, which is always wonderful to hear.
- ▶ 57:57 David Schneider Well, so Doug Leone was on my board at, at ServiceNow. 10 times in the scene
Nicholas Chirls: Why Big VCs Ruin Startups, VC is a Ponzi Scheme Today & Most VCs are Bankers |E1198 · 20VC with Harry Stebbings
- ▶ 10:36 Harry Stebbings Can I ask, on the Ponzi theme structure, I had Doug Leone said on the show that we've moved from a boutique high margin business to a commoditized low margin industry.
- ▶ 47:45 Harry Stebbings Doug Leone actively walked Fred Luddy back from selling ServiceNow for a couple of billion, a billion, whatever. 3 times in the scene
Shaun Maguire: Why Iran is the World's Greatest Evil & Trump is the Only Hope for Peace | E1189 · 20VC with Harry Stebbings
- ▶ 1:00 Harry Stebbings Doug Leone goes to me before this.
- ▶ 43:50 Shaun Maguire Like climate people have emailed most Sequoia partners saying that like Doug Leone is problematic for supporting Trump and that Trump has anti-climate positions and they don't know how they can support, like how they can believe that… 4 times in the scene
- ▶ 54:42 Shaun Maguire You know, like Mike Moritz and Doug Leone could not have more opposite political perspectives or more opposite personalities.
- ▶ 1:05:01 Shaun Maguire Like if it's a SAS company, Pat Grady, if it's, if it's, you have to read someone, you only get like 10 minutes to read the person, then it's Doug Leone.
- ▶ 1:07:54 Harry Stebbings What's been your biggest takeaway from working with Doug for these years? 3 times in the scene
David Cahn: Why Servers, Steel and Power Are the Pillars Powering the Future of AI | E1186 · 20VC with Harry Stebbings
- ▶ 51:24 David Cahn Doug Leone is a slugger.
- ▶ 54:14 Harry Stebbings I asked this, I think of both Pat and Doug, which is like, it is a very, uh, challenging environment for someone new to come into, but you also want to enable someone to feel comfortable to share their thoughts, their wisdom, their…
- ▶ 1:01:28 David Cahn I can't play the Doug Leone game. 4 times in the scene
Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
- ▶ 26:29 Pat Grady So I got to make investments alongside Doug Leone and Jim Goetz and Rulat Bota and Michael Moritz and all these other people who really knew what they were doing. 2 times in the scene
- ▶ 31:19 Pat Grady The reason that they decided to get into business with us, Doug and I went down to visit Fred in San Diego and we were sitting with him and Doug has this amazing discovery process where he kind of teases out everything that might not be… 3 times in the scene
- ▶ 33:43 Harry Stebbings To what extent is it such a secret weapon having Doug come in to founders? 13 times in the scene
- ▶ 53:17 Pat Grady Try to find companies worthy of Doug Leone's attention.
- ▶ 1:01:24 Pat Grady I'll tell you one thing that I've heard Doug say, um, to his kids or about his kids, which is, I can give my children anything in the world except for the one thing that made me who I am, which is my sense of desperation.
Avi Eyal: Making $2.3BN on Monday, Stripe & PillPack from Entrée Capital MP | E1173 · 20VC with Harry Stebbings
- ▶ 36:17 Harry Stebbings Doug Leone said on the show and to me that, um, the venture business has transitioned from a boutique, uh,
Kevin Ryan: Are the Best CEOs the Best Fundraisers & Why Ownership Should Not Be a Focus in VC|E1138 · 20VC with Harry Stebbings
- ▶ 49:40 Harry Stebbings Doug Leone said recently to me that we have turned from a high boutique, uh, high margin industry to a low margin commoditized industry.
Trae Stephens: Why No Company is Successful Because of their VC | E1135 · 20VC with Harry Stebbings
- ▶ 26:59 Harry Stebbings Doug Leoni said on the show that venture capital has moved from a high margin boutique business to a low margin commoditized industry. 2 times in the scene
Chris Dixon: Who Will Win the Next Generation of Venture? | E1132 · 20VC with Harry Stebbings
- ▶ 10:34 Harry Stebbings Doug Leoni said before on the show that we have moved from a high margin boutique business to a low margin commoditized industry.
David Clark: Lessons from 32 Years of Fund Investing - Why Exits Will Be Larger | E1131 · 20VC with Harry Stebbings
- ▶ 1:07:03 Harry Stebbings I'm intrigued, you know, when we think about that, you know, Doug Leone said before we've seen the transition from a boutique high margin industry to a, uh, commoditized
Gili Raanan: One of the Best Seed Investor of All Time: 1 Decacon, 7 Unicorns, 4 Acquisitions| E1128 · 20VC with Harry Stebbings
- ▶ 20:38 Harry Stebbings Mutual friend of ours, Doug Leone says, you know, a very similar thing in terms of how he really evaluates people, especially when hiring them.
- ▶ 1:07:25 Harry Stebbings Um, tell me, uh, you know, there are many reasons why I love Doug Leoni. 6 times in the scene
Joe Lonsdale: The Future of TikTok; Is it a Danger to US National Security? | E1125 · 20VC with Harry Stebbings
- ▶ 54:43 Harry Stebbings Doug Leone said before that venture has transitioned from a boutique high margin business to a commoditized low margin business.
Justin Ishbia: The Three Traits Required to Succeed in Private Equity | E1119 · 20VC with Harry Stebbings
- ▶ 1:01:15 Harry Stebbings Um, in, in venture we have, you know, Doug Leonis Sequoia who famously says Sequoia is a team. 3 times in the scene
- ▶ 1:09:56 Harry Stebbings I've spent a lot of time talking to your Doug Leonis, talking to David Velez at Newbank about bringing children up in very affluent families, which brings challenges.
Roger Ehrenberg: Why VC Returns Will Get Worse & Why LP Incentive Structures are so Broken | E1117 · 20VC with Harry Stebbings
- ▶ 4:43 Harry Stebbings Doug Leone said on the show before, venture capital's transition from a boutique high margin business to a commoditized low margin business.
- ▶ 4:55 Roger Ehrenberg I think what Doug is referring to is the asset class being awash in capital.
- ▶ 58:04 Roger Ehrenberg Because venture in the best of circumstances is hard as hell, and I am sure your pal Doug Leone would say the exact same thing. 8 times in the scene
Christian Hecker & Johan Brenner: The Biggest Fundraising Lessons Having Raised $1.3BN | E1116 · 20VC with Harry Stebbings
- ▶ 25:45 Harry Stebbings but then you're Keith through Roy, Doug Leone, John at TCV, 6 times in the scene
- ▶ 37:26 Harry Stebbings As I said, you've got Johan, you've got Doug Leone, you've got Keith Raboy, John Doran, Ontario.
David Tisch & Terrence Rohan: Biggest Misconceptions & Hardest Truths About Seed Investing | E1112 · 20VC with Harry Stebbings
- ▶ 18:55 Harry Stebbings For me, the big trend we left off there was the scale of cash that so many firms have been able to accumulate, and the transition of venture, as Doug Leone says, from like a boutique high margin business to a real transactional industry…
Ryan Akkina: How MIT Builds Their Venture Fund Portfolio & How MIT Approach Direct Investing | E1109 · 20VC with Harry Stebbings
- ▶ 5:51 Harry Stebbings I think, I think Doug Lione put it well, which is that, you know, we've transitioned from a boutique cottage industry with high margins to a commoditized low margin business.
- ▶ 12:43 Ryan Akkina And, uh, an interesting observation I heard about Sequoia once actually is that one of the things that made them so successful was there was this period where they had Mike Moritz and, um, and Jim Getz and, uh, Doug Leone all kind of in…
- ▶ 42:38 Harry Stebbings Because I think that, you know, I spoke to Doug Leone actually in the show about this, like when you have a, a loss, or not a loss, but something that does not perform as expected, it can hit your confidence.
Adam Fisher: Why Small Markets are Better Than Big Markets | E1106 · 20VC with Harry Stebbings
- ▶ 2:57 Harry Stebbings Um, Can I ask, when I listen to you there, I think of actually Doug Leone's statement that we've moved from a boutique high margin business.
Brian Halligan: Leadership Lessons Scaling Hubspot to $28BN | E1103 · 20VC with Harry Stebbings
- ▶ 1:03:47 Brian Halligan They know they have something fantastic that Moritz and the rest of them that Doug Leone gave them, and they work like, really work so, they work much harder than any other VCs have come across, and they're absolutely paranoid that they're… 2 times in the scene
- ▶ 1:14:31 Harry Stebbings A lot of firms are AUM gathering and asset managers, and we've moved as Doug Leone says from a, you know, uh, a high margin boutique business to a low margin, highly commoditized industry.
Ed Sim & Jamin Ball: Did Figma Kill M&A Markets & 3 Requirements to IPO in 2024 | E1101 · 20VC with Harry Stebbings
- ▶ 31:57 Jamin Ball And I'll go back to, um, I listened to this podcast with Doug Leone, which I just absolutely loved. 2 times in the scene
- ▶ 59:59 Jamin Ball Again, another Doug Leone quote, right? 2 times in the scene
Sanjit Biswas: Samsara's $18BN Market Cap & $1BN in ARR in 8 Years | E1092 · 20VC with Harry Stebbings
- ▶ 0:31 Harry Stebbings Sanjid, I have just heard the most wonderful things from the one and only Doug Leone.
- ▶ 8:03 Sanjit Biswas You mentioned, um, you mentioned Doug, Doug Leone, who is our partner from Sequoia Capital in Meraki, which is a company before this.
- ▶ 50:44 Harry Stebbings Uh, I've spoken to Doug about this before.
- ▶ 1:02:02 Harry Stebbings Tell me, you've got Doug Leone and Marc Andreessen on your board. 6 times in the scene
Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
- ▶ 30:16 Harry Stebbings I remember Doug Leone on the show absolutely killed me, because, uh, I said about, like, deal, and he was like, no, it's not a deal, we partner. 2 times in the scene
David Velez: How AI Changes The Future of Finance | E1059 · 20VC with Harry Stebbings
- ▶ 0:20 Harry Stebbings Now, I would love to start, we were talking about Doug before the show. 10 times in the scene
- ▶ 3:49 David Vélez Vacation, as sometimes they call business school, and about a month in, I go meet the dog, and three months in, I find myself working again, doing both things, doing business school and, ah, working for Sequoia. 5 times in the scene
- ▶ 5:59 David Vélez The people rater that Doug has, he has an uncanny ability to read people. 6 times in the scene
- ▶ 7:51 David Vélez I sat down in the investment committee of Sequoia next to Doug, and Doug asked me, what do you think, David, of this investment? 3 times in the scene
- ▶ 9:08 Harry Stebbings I mean, my word, that must have been a really nerve-wracking moment, though, when you're asked by Doug, what do you think, and you're like, I haven't practiced shit. 6 times in the scene
- ▶ 24:48 David Vélez It begins from going back to Doug's interview questions. 2 times in the scene
- ▶ 59:15 David Vélez Uh, Doug Leo, I've talked about it with Doug. 3 times in the scene
- ▶ 1:07:19 Harry Stebbings I mean, I just use Doug Leone.
Jason Lemkin & Rick Zullo: How "Mark to Market" Corrupted Venture Capital | E1052 · 20VC with Harry Stebbings
- ▶ 1:05:38 Harry Stebbings When Doug Leone calls you and says, Hey, please come and do this deal with me. 4 times in the scene
Dave Clark: Lessons from Leading 1M Employees w/ Jeff Bezos at Amazon to CEO of Flexport | E1036 · 20VC with Harry Stebbings
- ▶ 30:50 Harry Stebbings Doug Leone says that, like, companies are teams, they're not families.
Jennifer Hyman: Rent The Runway's Journey to $1.7B IPO; Lessons from Beyoncé & Estée Lauder | E1031 · 20VC with Harry Stebbings
- ▶ 14:41 Harry Stebbings I had Doug Leoni on the show from Sequoia, and he always asked, tell me about your relationship with your siblings, and how they describe that relationship to him is one of the most meaningful, kind of, signals of who they are as a person.
Rob Lacher: How I Scaled to $600M AUM; Hiring Tips for VCs; Venture Capital in Europe vs USA | E999 · 20VC with Harry Stebbings
- ▶ 1:06:52 Rob Lacher Great respect for Doug Leone for the fact that, you know, met him so many times last year or the year before that he's, he was back then a sixty-five-year-old or sixty-four-year-old person that was still... 5 times in the scene
Jag Duggal: How We Scaled Nubank to 80M Users; Google's Brutal Hiring Practices | E995 · 20VC with Harry Stebbings
- ▶ 1:48 Jag Duggal Doug Leone played a part in, in, in persuading me, but the, the larger, the larger reason is I had spent the previous almost 15 years at that point working in, at Google, at Quantcast, at Facebook, basically in media tech and ad tech as it…
Michael Mauboussin: The Single Biggest Mistake Investors Make In Decision-Making | 20VC #945 · 20VC with Harry Stebbings
- ▶ 30:10 Harry Stebbings Speaking of the episodic nature of returns there, Doug Leone told me on, from Sequoia, Harry, just never sell your winners.
Brian Singerman: How I Became a Partner at Founders Fund, Why We Put $400M into Anduril | 20VC #943 · 20VC with Harry Stebbings
- ▶ 17:35 Harry Stebbings I said this to Doug at Sequoia and he was like, no, no, no.
Kyle Harrison: Why 75% of Active Investors Will Disappear in the Next Few Years | 20VC #940 · 20VC with Harry Stebbings
- ▶ 14:33 Kyle Harrison And, and Doug Leone said this, uh, with you last September, it's a quote that I use a lot. 2 times in the scene
Dropbox CEO Drew Houston: How to Pick a Co-Founder; Steve Jobs' Attempt to Buy Dropbox | 20VC #938 · 20VC with Harry Stebbings
- ▶ 47:37 Harry Stebbings I have to admit it's another one from Doug.
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