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Insight
Top VCs on a Cap Table Primarily Serve as Hiring Signals
“So, to start, I will say that I think it is very true that one of the most important things that great investors do for you is Is that they make other people want to join your company. And so for better or for worse, if you have miles from thrive or say benchm…”
Jack Altman Nov 3, 2017 ▶ 8:42 20VC: What Is Core To The Best Investor - Founder Relationships, The Biggest Risk For Founders In The Early Days & Why EQ Is The Most Important Trait For Managers with Jack Altman, Founder & CEO @ Lattice
Assertion Supported
Vishria: Benchmark always takes a board seat in its investments
“We take the board seat, we aim and aspire to be the entrepreneur's first call. That's a standard we hold ourselves to.”
Eric Vishria Sep 25, 2017 ▶ 11:32 20VC: Benchmark's Eric Vishria on Why Career VCs Have Advantages Most Under Appreciate, Why We Are In An Infrastructure Renaissance & What Makes The Best VC Partnership
Prediction Not checkable as stated
An infrastructure revolution will power the next wave of consumer platforms
“These things are very cyclical, and again, this is overly simplistic, but I think we're in the midst of a infrastructure revolution. Maybe it's around ML, maybe it's around cloud, maybe it's some combination of these things that are coming together, and there …”
Eric Vishria Sep 25, 2017 ▶ 17:47 20VC: Benchmark's Eric Vishria on Why Career VCs Have Advantages Most Under Appreciate, Why We Are In An Infrastructure Renaissance & What Makes The Best VC Partnership
Assertion Supported
Vishria: Benchmark relies on a partner advocacy and voting system for investments
“Our investment process is one of advocacy of voting. So basically, there is an advocate. So one of the five of us falls in love with something, is probably the best way to describe it gets really excited about the entrepreneur and the opportunity All five of u…”
Eric Vishria Sep 25, 2017 ▶ 20:35 20VC: Benchmark's Eric Vishria on Why Career VCs Have Advantages Most Under Appreciate, Why We Are In An Infrastructure Renaissance & What Makes The Best VC Partnership
Opinion
Volpi: Benchmark proves VC success doesn't require heavy firm services
“I do think that firms like Andreessen and Kleiner and Greylock have done a phenomenal job building services organizations. And there is no question that there is value in doing that. And then there are other firms like say benchmark who have done a terrific jo…”
Mike Volpi Sep 18, 2017 ▶ 16:26 20VC: Index's Mike Volpi on Making The Move From Player To Coach, What It Takes To Build Generation Defining Brands & How Europe Really Stacks Up To The US Venture Market
Assertion Partly supported
Benchmark: Snapchat was 12 people in a dining room at Series A
“When we invested in the Series A, the company was essentially a dozen people camping out in the dining room of Evan's dad's house in Los Angeles.”
Mitch Lasky Jul 10, 2017 ▶ 15:45 20VC: Benchmark's Mitch Lasky on The Snapchat Journey From Series A to IPO, Why Small Is Beautiful In Venture Partnerships & Why Venture Is Very Much Like Hollywood
Insight
Fenton: Startup CEOs should replace PowerPoint with prose pre-reads for board meetings
“So a huge part of what I've done is encourage all my CEOs to move to a pre-read that's written in prose format, not PowerPoint.”
Peter Fenton Jun 19, 2017 ▶ 24:58 20VC: Benchmark's Peter Fenton on How To Differentiate Between Good & Great VCs, Why Ownership Is A Bigger Determinant Of Returns Than Valuation & What Makes A Truly Exceptional Board Member
Insight
Fenton: Socratic questioning by board members is more effective than being didactic
“Onto a pretty steep learning curve, and I've ultimately concluded the Socratic method is far more effective than being didactic, so meaning Socratic of the form where you're inquisitive, asking questions, but really in your mind synthesizing, what are the two …”
Peter Fenton Jun 19, 2017 ▶ 23:30 20VC: Benchmark's Peter Fenton on How To Differentiate Between Good & Great VCs, Why Ownership Is A Bigger Determinant Of Returns Than Valuation & What Makes A Truly Exceptional Board Member
Prediction Not checkable as stated
Fifth Wall will not compete with Benchmark, Sequoia, or Lightspeed
“And we're not going to compete, obviously, with Benchmark and Sequoia and Lightspeed.”
Brendan Wallace May 3, 2017 ▶ 16:12 20VC: How LPs Can Add Strategic Value To Portfolio Companies & Why Real Estate Is On Every Whiteboard In Silicon Valley with Brendan Wallace, Co-Founder @ Fifth Wall
Assertion Supported
Kimball: Benchmark operates with equal partner ownership and no support staff
“There's no more opposite approach in the industry than the one that Benchmark takes, for example. And this is a very small VC fund, you know, not necessarily in dollars, although it's not, it's by far not the largest. But, you know, it's a small number of part…”
Spencer Kimball Apr 14, 2017 ▶ 12:15 20VC: How Investors Can Get Into The Best Deals & Why Founders First Point Of Contact Should Be With The Investment Decision-Maker with Spencer Kimball, Founder & CEO @ Cockroach Labs
Insight
Belsky: Venture capital is fundamentally a business of exceptions
“Venture capital and investing in general is a business of exceptions, and whenever you talk to any seasoned investor about some of their greatest hits, you know, they'll tell you that the Team didn't look right, or the market seemed too small, or, you know, th…”
Scott Belsky Feb 27, 2017 ▶ 6:21 20VC: Benchmark's Scott Belsky on What Makes Truly The Best VCs? Why Entrepreneurs Must Focus on 'The First Mile' & The Key Ingredients To The Perfect Onboarding Process
Prediction Open · timeframe Feb 2032
Belsky: I cannot see myself being a traditional VC long-term
“Also realized pretty quickly that I could not see myself being a traditional VC for the next 10 to 15 years.”
Scott Belsky Feb 27, 2017 ▶ 3:24 20VC: Benchmark's Scott Belsky on What Makes Truly The Best VCs? Why Entrepreneurs Must Focus on 'The First Mile' & The Key Ingredients To The Perfect Onboarding Process
Prediction Not checkable as stated
Top-tier Series A firms like Sequoia and Benchmark won't change models
“I think if you are a traditional series A and beyond VC, you're probably going to do okay if you're really value-add to the Sequoias and the benchmarks of the world. I don't really see them changing their model much at all, because it works really well.”
Parker Thompson Dec 21, 2016 ▶ 23:21 20VC: AngelList's Parker Thompson on How He Evaluates Startup Founders & Why The Move To Series A Is Harder Than Ever?
What-if
Morton: Lyst would not exist without my Benchmark VC experience
“It was an incredibly valuable two years, which, you know, if we, if I hadn't done that, I don't think List would exist today.”
Chris Morton May 6, 2016 ▶ 5:42 20VC: Why VC Is The Perfect Preparation For Founding A Startup & Changing The World Of Online Fashion with Chris Morton, Co-Founder & CEO @ Lyst
Disclosure
Kaden: Union Square Ventures and Benchmark prove small fund sizes work best
“I think one of the things I admire about Union Square and Benchmark is they've kept the fund sizes small and focused and we are big proponents of small fund sizes and focus at Maveron too, so I look to them for a lot of guidance.”
Rebecca Kaden Mar 23, 2016 ▶ 18:45 20VC: Maveron's Rebecca Kaden on The Patterns Of Entrepreneurship and Taking A Consumer Product From Niche To Mass Market
Assertion Partly supported
Soltero: Hyperic bootstrapped two years before Accel/Benchmark funding and $420M exit
“We ended up bootstrapping Hyperic actually for two years before we raised money ultimately from Excel and Benchmark who were great investors. And helped us take this thing to you know, ultimately a four hundred and twenty million dollar acquisition by VMware, …”
Javier Soltero Sep 6, 2015 ▶ 5:33 FF 012: Acquired by Microsoft for $200m with Javier Soltero @ Microsoft
Insight
Moffat: VC firms must commit to a distinct organizational model
“And I think all three of those models are valid. And I think every VC has to look at those and work out what makes sense for them, but they do need to make a clear decision on what their approach is going to be.”
Rob Moffat Jun 22, 2015 ▶ 14:17 20 VC 047: 4 Ways Investors Find Great Startups with Rob Moffat, Principal @ Balderton Capital
Assertion Supported
Randle: Each Benchmark GP holds a 25% equal stake in the firm
“Like each of us is 25% of benchmark, and we work really well together, and we're a super tight-knit team, but each of us has our own styles.”
Everett Randle Nov 10, 2025 ▶ 46:25 Benchmark's GP, Everett Randle on Why Mega Funds Will Not Produce Good Returns · 20VC with Harry Stebbings
Assertion Supported
Everett Randle joins Benchmark as GP from Founders Fund
“Topic number one, Everett Randall joins Benchmark. Benchmark don't add partners very often. It's a big news announcement that he's joining. Joins Benchmark as their latest GP. He was with Kleiner and he was with Founders Fund before.”
Harry Stebbings Oct 23, 2025 ▶ 0:53 Why VC Today is Worse than 2021 · 20VC with Harry Stebbings
Assertion Contradicted
Lazarte: Benchmark's current venture fund size is $600 million
“It's actually a six hundred million dollar fund.”
Victor Lazarte Apr 14, 2025 ▶ 1:05:16 Benchmark GP, Victor Lazarte: The 3 Traits All the Best Founders Have · 20VC with Harry Stebbings
Assertion Supported
Hiremath: Mercor's board consists only of its co-founders and Benchmark
“It's, you know, Brendan, Suri, and I, and Benchmark on the board.”
Adarsh Hiremath Feb 20, 2025 ▶ 38:18 Adarsh Hiremath @ Mercor: The Fastest Growing Startup in Silicon Valley | E1261 · 20VC with Harry Stebbings
Assertion Partly supported
Benchmark invested $10M in Uber at $50M valuation in 2011
“Benchmark invested in March, 2011 at a, I believe it was a fifty million dollar pre-money valuation. They put ten million in.”
Shervin Pishevar Jan 13, 2025 ▶ 51:42 Shervin Pishevar: What Really Happened in the Firing of Travis Kalanick | E1245 · 20VC with Harry Stebbings
Disclosure
Benchmark has met several AI medical scribe startups but passed on all
“I've met several of these companies over the years and we haven't invested in any.”
Eric Vishria Sep 25, 2024 ▶ 18:18 Eric Vishria: Where is the Value in AI - Chips, Models or Apps? | E1206 · 20VC with Harry Stebbings
Disclosure
Vishria: Sponsoring partner at Benchmark decides whether to call deal votes
“We have a system where, like, we talk, and then, like, you can call, like, the sponsoring partner basically can call for a vote or not.”
Eric Vishria Sep 25, 2024 ▶ 45:43 Eric Vishria: Where is the Value in AI - Chips, Models or Apps? | E1206 · 20VC with Harry Stebbings
Disclosure
Grimshaw: Benchmark invested in LangChain, Cerebras, and ex-PyTorch leads
“Obviously with investment in Langtrain and we have a few others at Benchmark Cerebrus, which is you know, an AI chip for training and inference. We backed a team that worked on and was the leads of PyTorch and has got a new company and some others.”
Miles Grimshaw Sep 18, 2023 ▶ 1:23:12 Miles Grimshaw: The 5 Pillars of Venture Capital & Why Co-Pilot is an Incumbent Strategy | E1061 · 20VC with Harry Stebbings
Assertion Supported
Jordan: Benchmark Originally Invested in eBay as a Collectibles Marketplace
“When Benchmark wrote the joint, Bob Cagle and Benchmark wrote the check, he was investing in a collectibles marketplace.”
Jeff Jordan Jan 24, 2023 ▶ 18:44 The Ultimate Guide for Building a Two-Sided Marketplace | a16z's Jeff Jordan · 20VC with Harry Stebbings
Disclosure
Fenton: Benchmark backed New Relic when it was just founder Lou Cirne
“If you look at the Series A, there were four people. Now, of course, we committed to Lou, and it was just Lou.”
Peter Fenton Mar 29, 2021 ▶ 14:02 20VC: Benchmark's Peter Fenton on The Single Question That Defines The Art of Early Stage Venture, Marketing Timing Risk, Why The Oversupply of Capital Is Good & His Biggest Lessons from 12 Years On The New Relic Board
Disclosure
Fenton: Benchmark typically maintains board commitments for 12 years
“In the case of New Relic, I was on that board for 12 years. That's a pretty standard commitment for us.”
Peter Fenton Mar 29, 2021 ▶ 19:11 20VC: Benchmark's Peter Fenton on The Single Question That Defines The Art of Early Stage Venture, Marketing Timing Risk, Why The Oversupply of Capital Is Good & His Biggest Lessons from 12 Years On The New Relic Board
Opinion
Benchmark's Bruce Dunleavy is the biggest gentleman in venture capital
“The guy is the biggest gentleman and mensch in this business by a long shot, and has unbelievable wisdom.”
Michael Eisenberg Feb 8, 2021 ▶ 28:09 20VC: Aleph's Michael Eisenberg on Why Generalists Over Specialists, Why Boutique Smaller Firms Over Multi-Stage Firms, Portfolio Construction Theory, Capital Concentration Limits and How To Think Through Reserve Allocations with Market Cycles in Mind?
Assertion Supported
Stitch Fix Reached Cash Flow Positivity in 3 Years on $42M Raised
“Prior to their IPO in 2017, Katrina raised just forty two million dollars in venture funding, from some of the very best in venture, including Bill Gurley at Benchmark and Steve Anderson at Baseline, and in just six years, Katrina took the company from foundin…”
Harry Stebbings Dec 3, 2020 ▶ 0:28 20VC: Stitch Fix Founder Katrina Lake on Growth vs Profitability, Her Biggest Lessons From Working with Bill Gurley at Benchmark and The Importance of Mental Flexibility as a Leader
Opinion
Katrina Lake: Bill Gurley Foresaw Stitch Fix's Future Years in Advance
“Bill's been an incredible, incredible board member. I mean, he's added so much value to our board. There's so many instances where I look back and I'm like, Bill saw the future, you know, years before I saw it.”
Katrina Lake Dec 3, 2020 ▶ 24:43 20VC: Stitch Fix Founder Katrina Lake on Growth vs Profitability, Her Biggest Lessons From Working with Bill Gurley at Benchmark and The Importance of Mental Flexibility as a Leader
Opinion
Liu: Peter Fenton excels by combining systems thinking with human empathy
“Yeah, what makes Peter special as a investor, and more importantly, as a thought partner to, I think, the CEOs, the portfolio companies that he gets involved with as a helpful partner, is he's basically, on one hand, very much a systems thinker, right? There a…”
Howie Liu Apr 27, 2020 ▶ 21:17 20VC: Airtable's Howie Liu on Potential Consolidation In The Collaboration Tools Market, The Transition From Peacetime To Wartime CEO & How To Make The Move To Remote Work Successful; The Process Beyond The Tools
Disclosure
Vrionis: Unusual Ventures models its fund strategy and structure after Benchmark
“We model ourselves very much after Benchmark, partly through Andy's influence.”
John Vrionis Dec 9, 2019 ▶ 17:34 20VC: Unusual Ventures' John Vrionis on Why We Need To Raise The Bar In Venture, Why Taking Multi-Stage Money At Seed Is Not In The Best Interest of Founders & Why To Be The Best, You Have To Specialise To Be The Best
Assertion Not checkable as stated
Puttagunta: Peter Fenton conducts pre-board calls with startup executives
“He spends an incredible amount of time ahead of every board meeting, diving deep into the materials, having the conversations with founders and executives about questions that arise. In his mind, as he's reviewing the materials, he comes in with this mode of l…”
Chetan Puttagunta Aug 5, 2019 ▶ 5:19 20VC: Benchmark's Chetan Puttagunta on The One Question To Ask When Analysing Market Size, How To Compete in Today's War for Talent & Why We Have Seen An Over-Rotation In Running Businesses Based on Metrics
Opinion
Altman: Benchmark executes the small partnership venture model effectively
“Like, I think it's easy to have three or four really great partners that Work together in one organization, and you see some firms that make the small partnership model work really well, like Benchmark, for example.”
Sam Altman Jan 17, 2018 ▶ 7:16 20VC: Sam Altman, Y Combinator President on What Makes Truly Great Leaders, Why We Will See A Compression of Seed Funding & The Future Scaling of YC
Opinion
Rachleff: Benchmark's Bruce Dunleavy is radically more capable as a business person
“He has unbelievable judgment and is the best influencer I've ever met, and people just adore Bruce, and I try to learn from him as best as I can. He's two years older than I am, but he's radically more capable than I am as a business person, and I have benefit…”
Andy Rachleff Mar 10, 2017 ▶ 18:13 20VC: Wealthfront and Benchmark's Andy Rachleff on Why Delight Is The Greatest Form Of Virality, Why Competition Does Not Matter & What The Future Holds For Automated Personal Finance
Assertion Supported
Digits Raised Over $32M From Benchmark, GV, and Angel Founders
“To date, Wayne and Jeff have raised over thirty-two million dollars for Digits, from some of the best in the business, including Peter Fenton at Benchmark, and Jess Verrilli at GV, and then also the most incredible base of angels, with the founders from Box, G…”
Harry Stebbings May 1, 2020 ▶ 0:28 20VC: Framework For Hiring The Best Talent 100% Remotely, Raising $32M From Benchmark and GV Pre-Launch and How To Think Through Capital Efficiency and Runway Today with Jeff Seibert and Wayne Chang, Co-Founders @ Digits
Assertion Supported
Matt Mochary's coaching client list includes partners at Benchmark, Sequoia, and Kleiner
“On the VC side, Matt has worked with the likes of Peter Fenton at Benchmark, Several Sequoia partners, Hemond at GC, and Mamoon at Kleiner, to name a few. As for founders, Matt's worked with the founders of Brex, Coinbase, Plaid, Reddit, Flexport, and many mor…”
Harry Stebbings Mar 9, 2020 ▶ 0:24 20VC: Matt Mochary, Coach To Silicon Valley's Leading VCs & Founders on How To Deal with Imposter Syndrome and Self-Doubt, How To Manage Fear and Anger & Why Board Seats Are The Death of Investors
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