Pat Grady

28 statements across 11 episodes · 9 bullish · 3 bearish · 7 people on the record · first statement Mar 13, 2017 by Pat Grady · said 170 times in 55 episodes since 2017 · across every show →

On the record as a speaker too: Pat Grady's record, appearances and statements → this page counts the times other people say the name.

Mentions by year

brought up most by Harry Stebbings (133), Everett Randle (8), Brian Halligan (8), Elias Torres (3), David Cahn (3), Adam D'Augelli (3), Saam Motamedi (2), Shaun Maguire (1)

tap a year for its mentions
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08152017201820192020202120222023202420252026episodes it came up in
0047.58152017201820192020202120222023202420252026episodesmentions per episode
2026 34 mentions in 9 episodes 4 per episode
2025 32 mentions in 13 episodes 2 per episode
2024 56 mentions in 9 episodes 6 per episode
2023 8 mentions in 6 episodes 1 per episode
2022 7 mentions in 5 episodes 1 per episode
2021 6 mentions in 2 episodes 3 per episode
2020 4 mentions in 2 episodes 2 per episode
2019 12 mentions in 4 episodes 3 per episode
2018 6 mentions in 3 episodes 2 per episode
2017 5 mentions in 2 episodes 3 per episode

every mention, scene by scene, with the transcript →

Everything said about Pat Grady, oldest first

Mar 13, 2017
Insight
Grady: Private equity financial modeling skills can hinder venture capitalists
“In a funny way, the skills that I learned there hurt me here, which might sound counterintuitive. But the skills that I learned there were things like building financial models, and being able to build a financial model is a very good way to break down a busin…”
Pat Grady Mar 13, 2017 ▶ 3:38 20VC: Sequoia Partner, Pat Grady on Why Data Is The New Oil, Why We Will See The Return of The Apprenticeship Model in VC & The Defining Characteristics of The Next Generation of Great Software
Mar 13, 2017
Insight
Grady: Entrepreneurship is the least zero-sum activity in business
“Within the world of business, it seems like there are a lot of areas that are somewhat zero sum and entrepreneurship and founding companies is kind of at the opposite end of that spectrum, where it is the least zero sum thing imaginable, meaning you have a ver…”
Pat Grady Mar 13, 2017 ▶ 2:28 20VC: Sequoia Partner, Pat Grady on Why Data Is The New Oil, Why We Will See The Return of The Apprenticeship Model in VC & The Defining Characteristics of The Next Generation of Great Software
May 8, 2017 negative
Insight
Pat Grady: The value of operational experience in VC decays rapidly
“Pat Grady said to me that never has the rate of decay on operational experience been greater.”
Harry Stebbings May 8, 2017 ▶ 7:48 20VC: Harry Stebbings on The Biggest Takeaways From Interviewing The World's Best Investors, What Makes A Truly Great Interview & Some Big News... with Mattias Ljungman, Co-Founder & General Partner @ Atomico
Sep 24, 2018 positive
Insight
Operating experience improves board governance but not deal picking, says Sarah Tavel
“But I think that most operating experience you know, the experience that you get as an executive, as a founder, as a product leader in a company, I think that experience is really timeless. You know, because what you're learning is how to hire great leaders, h…”
Sarah Tavel Sep 24, 2018 ▶ 6:41 20VC: Benchmark's Sarah Tavel on Why Investing Success Lies In Small Markets Adjacent To Very Large Ones, Why You Have To Be Judicious On When To Pay Up vs Be More Price Sensitive & Why Crypto Investing Is Like The Early Days of AdTech Investing
Jul 1, 2019 neutral
Assertion Not checkable as stated
Roelof Botha recommended Pat Grady get a voice coach early at Sequoia
“When I was about a year and a half into my time at Sequoia, my partner Ruloff took me aside and with the best possible intentions in mind, recommended that I get a voice coach.”
Pat Grady Jul 1, 2019 ▶ 5:13 20VC: Sequoia's Pat Grady on What Sequoia Is Focused On Today, How Sequoia Think About Investment Decision-Making Processes & Why It Is Important To Trade A Few Points of Efficiency for Culture When It Comes To Attribution
Jul 1, 2019 positive
Disclosure
Sequoia replaced individual partner names with 'Team Sequoia' in its CRM
“In one fell swoop, we actually changed all of the names in the database from individuals to the singular name Team Sequoia, and the point is that every prospect we're talking with, every company with whom we're in business today, they don't belong to an indivi…”
Pat Grady Jul 1, 2019 ▶ 14:04 20VC: Sequoia's Pat Grady on What Sequoia Is Focused On Today, How Sequoia Think About Investment Decision-Making Processes & Why It Is Important To Trade A Few Points of Efficiency for Culture When It Comes To Attribution
Jul 1, 2019 positive
Assertion Not checkable as stated
Sequoia would operate unaffected if any individual partner left, says Grady
“Any one of us could disappear tomorrow and Sequoia would go right on and be fine.”
Pat Grady Jul 1, 2019 ▶ 13:12 20VC: Sequoia's Pat Grady on What Sequoia Is Focused On Today, How Sequoia Think About Investment Decision-Making Processes & Why It Is Important To Trade A Few Points of Efficiency for Culture When It Comes To Attribution
Jul 1, 2019
Insight
Ego and economic demands tear apart most VC partnerships, says Pat Grady
“The natural way of things for venture capital firms is for one or two people to have a couple of nice investments and that makes them relatively more attractive to the next set of founders, and those benefits start to compound into the point where they allow t…”
Pat Grady Jul 1, 2019 ▶ 12:31 20VC: Sequoia's Pat Grady on What Sequoia Is Focused On Today, How Sequoia Think About Investment Decision-Making Processes & Why It Is Important To Trade A Few Points of Efficiency for Culture When It Comes To Attribution
Oct 18, 2023 positive
Opinion
Stebbings: Top VCs prioritize upside maximization over downside risk
“When I think about Brian Singerman and Pat Grady, They're not worried at all about it going to zero, but they are very worried about upside maximization, and I think you get that uncapped upside lack of fear of downside through immense success.”
Harry Stebbings Oct 18, 2023 ▶ 28:58 Beezer Clarkson: Are LPs Open for Business & Why Do LP Incentive Mechanisms Need to Change? | E1073 · 20VC with Harry Stebbings
Jan 15, 2024 positive
Disclosure
Sequoia's Pat Grady caught errors in HubSpot's unit economics during due diligence
“By the way, during the time he dug through all that, he figured out we were calculating unit economics wrong, and he got our head straight, our pricing model. He fixed a bunch of stuff during that.”
Brian Halligan Jan 15, 2024 ▶ 1:00:31 Brian Halligan: Leadership Lessons Scaling Hubspot to $28BN | E1103 · 20VC with Harry Stebbings
Jul 8, 2024
Insight
Grady: Investors err by starting diligence without a defined thesis
“One mistake people make is they sort of launch into diligence on something before they really have figured out what they want to diligence.”
Pat Grady Jul 8, 2024 ▶ 10:53 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024 neutral
Disclosure
Grady: Deal sourcing is currently my weakest skill as an investor
“Ironically, I'm probably weakest now where I was strongest 10 or 15 years ago, which is on the sourcing piece.”
Pat Grady Jul 8, 2024 ▶ 53:00 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024 neutral
Insight
Grady: Sequoia's main threat is arrogance and complacency, not market shifts
“And so the premortem for Sequoia has nothing to do with the financial markets or technology platform shifts or competitive dynamics out in the market. And it has everything to do with staying hungry, staying humble and pretending like To use the Amazon termino…”
Pat Grady Jul 8, 2024 ▶ 1:01:48 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024
What-if
Grady: My venture success came from Sequoia's platform and 2007 timing
“Let's say you'd picked any random person off the street in March of. And plop them down into Sequoia where they have one, the greatest business card you could possibly hope for to the beginning of the cloud mobile transition. And three, you're about to head in…”
Pat Grady Jul 8, 2024 ▶ 4:46 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024 negative
What-if
Grady: Sequoia should have split from India and China branches earlier
“In 2005, when we got into India and China, we did so with the thesis that the world is getting smaller. When we parted ways in 20, 23, it was because that thesis in some ways had been invalidated. And so I think maybe we could have done that a few years sooner…”
Pat Grady Jul 8, 2024 ▶ 42:39 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024
Insight
Grady: The best founders can articulate their entire story in ten minutes
“And so I think maybe the lesson is sometimes it really is just that simple. Like sometimes the very best founders can articulate things In a complete and compelling way in five or 10 minutes, and that's all you need to hear.”
Pat Grady Jul 8, 2024 ▶ 22:42 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024 negative
Disclosure
Grady: Passing on Segment and Revolut Series A rounds were terrible mistakes
“I met both of them at the Series A, and both of them told me the entire story in like five or 10 minutes. And it was super clear. And at the end of the five or 10 minutes, I couldn't think of any questions to ask because they had already answered any question …”
Pat Grady Jul 8, 2024 ▶ 21:49 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024 positive
Opinion
Grady: Sarah Guo is the external VC I respect most
“Sarah Gua. It's an easy one.”
Pat Grady Jul 8, 2024 ▶ 1:05:27 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024
Insight
Grady: Corporate experiments should default to termination unless wildly successful
“I also think it's really important that the default for any given experiment is that it gets killed. The burden of proof is on the experiment, right? Unless it is a wild success, shut it down. Most companies say, well, unless it's an abject failure, we'll just…”
Pat Grady Jul 8, 2024 ▶ 41:59 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024
Assertion Supported
Grady: 10 years of Sequoia data shows consensus doesn't drive startup outcomes
“So we have actual data on this going back to 20 14 where we started recording the votes numerically on every single investment. So we have about 10 years worth, which believe it or not is not conclusive because there are so few outliers that have emerged even …”
Pat Grady Jul 8, 2024 ▶ 1:04:04 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024 neutral
Disclosure
Grady: Sequoia does not require a clear path to a $10B+ outcome
“We don't necessarily have to see, we don't have to see a clear line of sight to ten billion or a hundred billion or some grandiose figure. We do need to see a clear line of sight to good returns with an exceptional founder who could maybe find some upside from…”
Pat Grady Jul 8, 2024 ▶ 58:47 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024
Insight
Grady: Companies get better returns improving core products than expanding
“Most of the time when a company that we're involved with wants to go do a bunch of new things, it seems to me that the better use of resources is to make the thing you already do better. The thing that you already do Unless it is absolutely heads and shoulders…”
Pat Grady Jul 8, 2024 ▶ 1:03:24 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024
Opinion
Grady: Tech ecosystems are becoming geographically isolated rather than globalized
“I think what we're seeing is technology ecosystems that are more geographically isolated than we might've expected. And there's a lot of interconnectivity, but it's not just a single global technology market.”
Pat Grady Jul 8, 2024 ▶ 43:01 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Jul 8, 2024 neutral
Assertion Not checkable as stated
Grady: Sequoia never fires or promotes investors over a single deal
“You will never see anybody at Sequoia reprimanded, fired, chastised for a failed investment. You will never see that. Similarly, you will never see anybody at Sequoia Promoted, lauded, praised for a single great investment.”
Pat Grady Jul 8, 2024 ▶ 9:00 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Aug 5, 2024
Insight
Cahn: Generating $1B+ Gains Is the Only Definition of Success in VC
“There is a definition of success in this business. You're either a slugger or you are not. If you are generating billion dollar gains, you are a slugger. Doug Leone is a slugger. Pat Grady is a slugger. And Jurita is a slugger, right? So you either are sluggin…”
David Cahn Aug 5, 2024 ▶ 51:16 David Cahn: Why Servers, Steel and Power Are the Pillars Powering the Future of AI | E1186 · 20VC with Harry Stebbings
Aug 12, 2024 positive
Opinion
Maguire names Sequoia's top deal pickers by sector
“Like if it's a SAS company, Pat Grady, if it's, you have to read someone, you only get like 10 minutes to read the person, then it's Doug Leone. If it's a, like a biotech company, it's definitely Ruloff. If it's an operationally heavy company, it's Alfred. If …”
Shaun Maguire Aug 12, 2024 ▶ 1:05:01 Shaun Maguire: Why Iran is the World's Greatest Evil & Trump is the Only Hope for Peace | E1189 · 20VC with Harry Stebbings
Jan 24, 2026 positive
Insight
Stebbings: Uses "What Would Sequoia's Pat Grady Do?" as Decision Framework
“Think of someone who you deeply respect and admire and you want their life. For me, it's Pat Grady at Sequoia. Three reasons. Great father, great investor, Great husband. And whenever I'm faced with a tough decision, I ask, what would Pat do in this case? And …”
Harry Stebbings Jan 24, 2026 ▶ 25:46 20VC: Raising $400M for 20VC: Fundraising Lessons | Getting Marc Benioff Through 53 Cold Emails: How to Master Cold Outbound | 7 Lessons from 101 Decacorn Founders with Harry Stebbings (Simon Squibb Edition)
Feb 23, 2026 positive
Opinion
Swisher: Pat Grady's ability to win Series B deals is unmatched
“And I think Pat Grady's ability to pick Series B's is like pretty unmatched. Pick and win Series Bs. He's very, very good, and I think Sequoia is very good at that.”
Lucas Swisher Feb 23, 2026 ▶ 53:25 Insights from Coatue's Growth Investor Lucas Swisher · 20VC with Harry Stebbings
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