Jul 1, 2019 · 37m · 20vc

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

Pat Grady · 24m spoken Harry Stebbings · 11m spoken
0:00 / 0:00

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In this episode of The 20 Minute VC, host Harry Stebbings interviews Sequoia Capital partner Pat Grady to discuss Sequoia's investment strategy, team-centric firm culture, diligence framework, and founder relationship building. Grady provides rare insights into decision-making at one of venture capital's most prestigious firms and offers actionable advice for founders and investors alike.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Harry holds 31.8% of the talking time here. How this is scored →

Harry as informed peer 4.0 Guest teaching 4.0 Guest disagreement 0.9 Harry pushing back 1.4
05100:0010:0020:0030:003:03–6:05 · Harry as informed peer 3/10 Pat Grady’s Background and Journey to Sequoia Harry asks a standard background question and jokes lightheartedly about Pat's early days at Sequoia. Pat shares a humorous anecdote about being so intimidated in partner meetings that he was advised to see a voice coach.6:08–11:04 · Harry as informed peer 5/10 Sequoia's Mission, Fund Strategy, and Ownership Dynamics Harry demonstrates industry knowledge by bringing up European signaling risk precedents and citing NEA partner perspectives on ownership. Pat gently reframes signaling risk as an overblown topic that rarely harms founders in practice.11:04–14:54 · Harry as informed peer 5/10 Venture Capital as a Team Sport and Firm Culture Harry probes how Sequoia handles deal attribution compared to First Round Capital's team-centric model. Pat explains that Sequoia deliberately sacrifices efficiency points for firm culture by removing individual names from CRM records.14:54–18:10 · Harry as informed peer 4/10 Evaluating and Selecting Partners at Sequoia Capital Harry frames partner selection by quoting Josh Koppelman on picking partners over investments. Pat lays out Sequoia's three partner selection criteria and highlights how LP returns fund impactful non-profit causes.18:10–26:21 · Harry as informed peer 6/10 Decision-Making, Diligence Rigor, and Proactive Founder Relationships Harry introduces a structured framework separating acceptable from unacceptable risks and presses on compressed fundraising timelines. Pat counters the timeline pressure argument by explaining how Sequoia builds proactive founder relationships years before funds are raised.26:21–28:51 · Harry as informed peer 2/10 Pat Grady AMA: Board Advice and Life-Work Integration Harry asks for personal mentorship on handling his first institutional board seat. Pat offers core advisory principles focused on listening and building foundational trust.28:52–34:50 · Harry as informed peer 3/10 Quick Fire Round and Recent Investment in Embark Trucks Harry runs a rapid-fire session touching on media recommendations, Silicon Valley culture, missed deals, and recent investments. Pat offers thoughtful commentary on Silicon Valley needing to relax and details the thesis behind Embark Trucks.3:03–6:05 · Guest teaching 3/10 Pat Grady’s Background and Journey to Sequoia Harry asks a standard background question and jokes lightheartedly about Pat's early days at Sequoia. Pat shares a humorous anecdote about being so intimidated in partner meetings that he was advised to see a voice coach.6:08–11:04 · Guest teaching 5/10 Sequoia's Mission, Fund Strategy, and Ownership Dynamics Harry demonstrates industry knowledge by bringing up European signaling risk precedents and citing NEA partner perspectives on ownership. Pat gently reframes signaling risk as an overblown topic that rarely harms founders in practice.11:04–14:54 · Guest teaching 4/10 Venture Capital as a Team Sport and Firm Culture Harry probes how Sequoia handles deal attribution compared to First Round Capital's team-centric model. Pat explains that Sequoia deliberately sacrifices efficiency points for firm culture by removing individual names from CRM records.14:54–18:10 · Guest teaching 4/10 Evaluating and Selecting Partners at Sequoia Capital Harry frames partner selection by quoting Josh Koppelman on picking partners over investments. Pat lays out Sequoia's three partner selection criteria and highlights how LP returns fund impactful non-profit causes.18:10–26:21 · Guest teaching 5/10 Decision-Making, Diligence Rigor, and Proactive Founder Relationships Harry introduces a structured framework separating acceptable from unacceptable risks and presses on compressed fundraising timelines. Pat counters the timeline pressure argument by explaining how Sequoia builds proactive founder relationships years before funds are raised.26:21–28:51 · Guest teaching 4/10 Pat Grady AMA: Board Advice and Life-Work Integration Harry asks for personal mentorship on handling his first institutional board seat. Pat offers core advisory principles focused on listening and building foundational trust.28:52–34:50 · Guest teaching 3/10 Quick Fire Round and Recent Investment in Embark Trucks Harry runs a rapid-fire session touching on media recommendations, Silicon Valley culture, missed deals, and recent investments. Pat offers thoughtful commentary on Silicon Valley needing to relax and details the thesis behind Embark Trucks.3:03–6:05 · Guest disagreement 0/10 Pat Grady’s Background and Journey to Sequoia Harry asks a standard background question and jokes lightheartedly about Pat's early days at Sequoia. Pat shares a humorous anecdote about being so intimidated in partner meetings that he was advised to see a voice coach.6:08–11:04 · Guest disagreement 2/10 Sequoia's Mission, Fund Strategy, and Ownership Dynamics Harry demonstrates industry knowledge by bringing up European signaling risk precedents and citing NEA partner perspectives on ownership. Pat gently reframes signaling risk as an overblown topic that rarely harms founders in practice.11:04–14:54 · Guest disagreement 1/10 Venture Capital as a Team Sport and Firm Culture Harry probes how Sequoia handles deal attribution compared to First Round Capital's team-centric model. Pat explains that Sequoia deliberately sacrifices efficiency points for firm culture by removing individual names from CRM records.14:54–18:10 · Guest disagreement 0/10 Evaluating and Selecting Partners at Sequoia Capital Harry frames partner selection by quoting Josh Koppelman on picking partners over investments. Pat lays out Sequoia's three partner selection criteria and highlights how LP returns fund impactful non-profit causes.18:10–26:21 · Guest disagreement 2/10 Decision-Making, Diligence Rigor, and Proactive Founder Relationships Harry introduces a structured framework separating acceptable from unacceptable risks and presses on compressed fundraising timelines. Pat counters the timeline pressure argument by explaining how Sequoia builds proactive founder relationships years before funds are raised.26:21–28:51 · Guest disagreement 0/10 Pat Grady AMA: Board Advice and Life-Work Integration Harry asks for personal mentorship on handling his first institutional board seat. Pat offers core advisory principles focused on listening and building foundational trust.28:52–34:50 · Guest disagreement 1/10 Quick Fire Round and Recent Investment in Embark Trucks Harry runs a rapid-fire session touching on media recommendations, Silicon Valley culture, missed deals, and recent investments. Pat offers thoughtful commentary on Silicon Valley needing to relax and details the thesis behind Embark Trucks.3:03–6:05 · Harry pushing back 0/10 Pat Grady’s Background and Journey to Sequoia Harry asks a standard background question and jokes lightheartedly about Pat's early days at Sequoia. Pat shares a humorous anecdote about being so intimidated in partner meetings that he was advised to see a voice coach.6:08–11:04 · Harry pushing back 3/10 Sequoia's Mission, Fund Strategy, and Ownership Dynamics Harry demonstrates industry knowledge by bringing up European signaling risk precedents and citing NEA partner perspectives on ownership. Pat gently reframes signaling risk as an overblown topic that rarely harms founders in practice.11:04–14:54 · Harry pushing back 2/10 Venture Capital as a Team Sport and Firm Culture Harry probes how Sequoia handles deal attribution compared to First Round Capital's team-centric model. Pat explains that Sequoia deliberately sacrifices efficiency points for firm culture by removing individual names from CRM records.14:54–18:10 · Harry pushing back 1/10 Evaluating and Selecting Partners at Sequoia Capital Harry frames partner selection by quoting Josh Koppelman on picking partners over investments. Pat lays out Sequoia's three partner selection criteria and highlights how LP returns fund impactful non-profit causes.18:10–26:21 · Harry pushing back 3/10 Decision-Making, Diligence Rigor, and Proactive Founder Relationships Harry introduces a structured framework separating acceptable from unacceptable risks and presses on compressed fundraising timelines. Pat counters the timeline pressure argument by explaining how Sequoia builds proactive founder relationships years before funds are raised.26:21–28:51 · Harry pushing back 0/10 Pat Grady AMA: Board Advice and Life-Work Integration Harry asks for personal mentorship on handling his first institutional board seat. Pat offers core advisory principles focused on listening and building foundational trust.28:52–34:50 · Harry pushing back 1/10 Quick Fire Round and Recent Investment in Embark Trucks Harry runs a rapid-fire session touching on media recommendations, Silicon Valley culture, missed deals, and recent investments. Pat offers thoughtful commentary on Silicon Valley needing to relax and details the thesis behind Embark Trucks.

speaking balance: gold is Harry, purple is the guest (3 minute bins)

0:00 · Harry 100% · guest 0%0:00 · Harry 100% · guest 0%3:00 · Harry 26.5% · guest 73.5%3:00 · Harry 26.5% · guest 73.5%6:00 · Harry 30.2% · guest 69.8%6:00 · Harry 30.2% · guest 69.8%9:00 · Harry 23.4% · guest 76.6%9:00 · Harry 23.4% · guest 76.6%12:00 · Harry 12.4% · guest 87.6%12:00 · Harry 12.4% · guest 87.6%15:00 · Harry 5.5% · guest 94.5%15:00 · Harry 5.5% · guest 94.5%18:00 · Harry 31.5% · guest 68.5%18:00 · Harry 31.5% · guest 68.5%21:00 · Harry 9.8% · guest 90.2%21:00 · Harry 9.8% · guest 90.2%24:00 · Harry 27.3% · guest 72.7%24:00 · Harry 27.3% · guest 72.7%27:00 · Harry 19.2% · guest 80.8%27:00 · Harry 19.2% · guest 80.8%30:00 · Harry 13.1% · guest 86.9%30:00 · Harry 13.1% · guest 86.9%33:00 · Harry 50.7% · guest 49.3%33:00 · Harry 50.7% · guest 49.3%36:00 · Harry 100% · guest 0%36:00 · Harry 100% · guest 0%
Sharpest disagreement ▶ 8:18 Dismissing signaling risk as overblown

Pat directly reframes Harry's premise about signaling risk, stating it is a rational fear for founders but something Sequoia has never actually seen harm a company in practice.

Hardest push from Harry ▶ 24:59 Challenging compressed fundraising timelines

Harry pushes back on the modern fundraising environment, questioning how thorough diligence can occur when founders demand decisions within compressed one-week windows.

Biggest teaching moment ▶ 25:00 Proactive vs reactive deal sourcing reframe

Pat educates Harry on growth investing dynamic by illustrating how Sequoia spent over two years getting to know Eric Yuan before investing in Zoom, showing that compressed deal timelines only apply to reactive investors.

Harry holds his own ▶ 22:28 Introducing acceptable vs unacceptable risk framework

Harry articulates a clear investment taxonomy from his own fund practice, distinguishing acceptable risks like market depth from unacceptable founder conviction risks.

the scores for every segment, with the reasoning behind each
ChapterTopicHarry as informed peerGuest teachingGuest disagreementHarry pushing backWhy
Pat Grady’s Background and Journey to Sequoia 3300 Harry asks a standard background question and jokes lightheartedly about Pat's early days at Sequoia. Pat shares a humorous anecdote about being so intimidated in partner meetings that he was advised to see a voice coach.
Sequoia's Mission, Fund Strategy, and Ownership Dynamics 5523 Harry demonstrates industry knowledge by bringing up European signaling risk precedents and citing NEA partner perspectives on ownership. Pat gently reframes signaling risk as an overblown topic that rarely harms founders in practice.
Venture Capital as a Team Sport and Firm Culture 5412 Harry probes how Sequoia handles deal attribution compared to First Round Capital's team-centric model. Pat explains that Sequoia deliberately sacrifices efficiency points for firm culture by removing individual names from CRM records.
Evaluating and Selecting Partners at Sequoia Capital 4401 Harry frames partner selection by quoting Josh Koppelman on picking partners over investments. Pat lays out Sequoia's three partner selection criteria and highlights how LP returns fund impactful non-profit causes.
Decision-Making, Diligence Rigor, and Proactive Founder Relationships 6523 Harry introduces a structured framework separating acceptable from unacceptable risks and presses on compressed fundraising timelines. Pat counters the timeline pressure argument by explaining how Sequoia builds proactive founder relationships years before funds are raised.
Pat Grady AMA: Board Advice and Life-Work Integration 2400 Harry asks for personal mentorship on handling his first institutional board seat. Pat offers core advisory principles focused on listening and building foundational trust.
Quick Fire Round and Recent Investment in Embark Trucks 3311 Harry runs a rapid-fire session touching on media recommendations, Silicon Valley culture, missed deals, and recent investments. Pat offers thoughtful commentary on Silicon Valley needing to relax and details the thesis behind Embark Trucks.

Statements from this episode (15)

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
Disclosure
Three-quarters of Sequoia's 2018-2019 investments were Seed or Series A
“Three quarters of the investments that we've made in the last 12 months were seeds or series A's”
Pat Grady Jul 1, 2019 ▶ 7:25
Opinion
Venture signaling risk is an overblown founder concern, says Pat Grady
“Signaling risk is this funny thing because most founders are worried about it, but we have never actually seen a situation in which it hurt. The context in which most people worry about it is they say, well, if I receive this round from Sequoia, but then for w…”
Pat Grady Jul 1, 2019 ▶ 8:19
Disclosure
Sequoia historically made the mistake of being too greedy on ownership
“I think one of the mistakes we made historically was to be a little bit too greedy, quite frankly, on ownership.”
Pat Grady Jul 1, 2019 ▶ 9:10
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
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
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
Assertion Not checkable as stated
Sequoia is the Ford Foundation's largest institutional investment relationship
“We are the longest standing and largest relationship for the Ford Foundation in terms of where their money comes from with the returns that we generate for them.”
Pat Grady Jul 1, 2019 ▶ 17:19
Assertion Not checkable as stated
Sequoia investment decisions always end with full partner consensus
“And so at Sequoia, rarely do investment decisions begin with consensus. It's usually a couple of People who see something special, but they always end with consensus because by the time we invest, we want it to be a team Sequoia investment, not an individual's…”
Pat Grady Jul 1, 2019 ▶ 20:05
Assertion Not publicly verifiable
Okta had just $3M ARR when Sequoia invested in its Series C
“So when we did invest in Okta, it was the series C and Ben Horowitz and Anil Bushri were already on the board. So we were a little bit late to the party, but even at the series C, they had three million of ARR versus consensus for this year says 500 plus.”
Pat Grady Jul 1, 2019 ▶ 22:33
Disclosure
Qualtrics was Sequoia's most expensive software deal at the time
“That was a scary investment for us because at the time it was the most expensive price we had ever paid for a software company.”
Pat Grady Jul 1, 2019 ▶ 23:50
Insight
Founder risk is the only unacceptable risk in venture capital
“And so anyway, I think almost every risk is an acceptable risk. Founder risk is not.”
Pat Grady Jul 1, 2019 ▶ 24:14
Disclosure
Sequoia spent over two years courting Zoom founder Eric Yuan
“We spent more than two years getting to know Eric Yuan at Zoom before we finally had a chance to get into business with him.”
Pat Grady Jul 1, 2019 ▶ 25:15
Opinion
Sequoia failed on any successful company where it lacks equity
“You can basically just go through the list of companies that have been successful in the last five or 10 years. And if you don't see Sequoia as a major shareholder, it means that we screwed up.”
Pat Grady Jul 1, 2019 ▶ 31:17
Assertion Supported
The US trucking market is double or triple total software revenue
“First, self-driving trucks or trucking in the US is a massive market. It's like two or three times the total size of the software market in terms of revenue dollars.”
Pat Grady Jul 1, 2019 ▶ 33:31
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