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17 October 2022

Benchmark Part II: The Dinner

4Frameworks
12Insights

Frameworks in this episode

Insights & moments

The myth-busts, hot takes, explainers, and tools worth keeping.

Myth Buster· 1

Myth Buster1:15:00

Venture Isn't a 'Balls Business' — And Benchmark Isn't Getting More Analytical

Pushing back on both an old industry cliché and the outside perception that Benchmark has become more spreadsheet-driven, the partners argue conviction and gut feel still dominate their process.

  • The partners explicitly reject the old e-boys-era line that VC is a 'balls business.'
  • They argue decisions remain gut- and conviction-driven, not scenario-modeled.
  • Being comfortable 'looking crazy in the short term' is described as necessary for great early-stage bets.

“there's some famous line about venture capital is more a Ball's business than a brains business and like let's stop using that phrase immediately”

1:15:00

“I would disagree with that completely I would say that we're not particularly analytical”

1:15:30
#decision-making#conviction#industry myths

Explainer· 2

Explainer42:00

Why Benchmark Refuses to Build a Growth Fund

While peer firms became 'life-cycle capital providers' loading more money into winners, Benchmark explains why staying early-stage-only protects both returns and the founder relationship.

  • Competitors' growth funds were largely a response to fee economics, not to competing with Benchmark directly.
  • Putting more capital into a fixed-size fund mechanically lowers the fund's multiple.
  • Not having a growth fund removes a conflict of interest that would otherwise bias later-round pricing.

“they're literally like million dollar bills on the ground for you to pick up if you were to just put more money in your own…”

45:00

“the growth investors have done extraordinarily well um extraordinarily well and there's millions of dollars to be picked up doing that”

45:30
#fund strategy#growth investing#conflicts of interest
Explainer26:00

'Aunts and Uncles': How Retired Partners Relate to the Firm

Former Benchmark partners remain LPs in the fund and stay available for advice, but the current partners are explicit that ownership of problems stays with the active generation.

  • Retired partners are officially just LPs, but functionally act like mentors who want current partners to succeed.
  • The 'aunts and uncles' framing draws a boundary: available to help, but not to take over when things get hard.
  • The analogy underscores generational succession without dependency.

“I would say one way one shorthand they feel more like uncles and aunts than they do like parents”

26:30

“it's fine if they visit yeah but not stay too long they can watch the kids every now and then”

27:00
#succession#mentorship#firm culture

Story· 4

Story20:00

Sarah's 'Don't Screw It Up' Brunch With Eric

Before Sarah Tavel officially joined Benchmark, she asked Eric point-blank what the job actually was; his answer captured the weight of inheriting the firm's legacy.

  • Before joining, Sarah asked Eric what 'the job' at Benchmark really was.
  • Eric's answer: 'don't screw it up' — a reminder of the risk of being 'born on third base.'
  • Every incoming partner is expected to feel personally responsible for serving the next great entrepreneur.

“Sarah job number one don't [ __ ] it up no pressure don't [ __ ] it up”

21:00
#succession#culture#partnership
Story38:00

The Docker Turnaround: Owning a $300M Mistake

Peter recounts staying on Docker's board after the company destroyed hundreds of millions in value, and how radical accountability with the team kept the relationship intact.

  • Docker's valuation fell from roughly $4-4.5B to effectively zero.
  • Most other investors left the board except Benchmark and Insight Partners.
  • Peter's vulnerability and accountability with the team, rather than blame, preserved trust and led partners to back the company again in a new fund.

“I was on the board of a company that wrecked somewhere between two to three hundred million dollars of capital”

38:00

“not only do we believe in this company can we put it in the new fund too”

40:00
#failure#accountability#board governance
Story29:00

Chetan's Overnight Flight Back for a Founder in Crisis

A late-night call from a wavering founder turns into a real-time example of the partnership acting as one team: a 40-minute call with Eric, a partner meeting, and Chetan flying to Europe and back within 48 hours to be physically present.

  • A Friday decision started unraveling over the weekend as emotions took over.
  • Eric coached Chetan to hand the decision fully back to the founder rather than push a view.
  • Peter insisted the follow-up conversation happen in person, prompting a same-day international flight.

“I get a call you know Sunday night that's just like you know things are getting off track what do we do”

29:30

“as I was getting on the plane that meant so much and set such a positive signal that by the time I landed everything had…”

32:30
#founder support#teamwork#board relationships
Story1:26:30

Negotiating Equity-Only With Barry Diller Over Tinder

An anecdote about Benchmark structuring at least one deal for equity alone, with no capital invested, including a memorable exchange with Barry Diller over Tinder.

  • Benchmark has done deals where it took equity without deploying capital into the round.
  • Barry Diller's blunt reaction ('shut up, what do you want') became a memorable moment in the negotiation.
  • The story illustrates the partners' idea of decoupling capital from partnership value.

“Barry Diller said what do you want it's like well we want Equity intention here he's like shut up what do you want we want…”

1:27:00
#deal structuring#negotiation#capital-light investing

Q&A· 2

Q&A35:00

Balancing Three Duties: LPs, the Board, and the Founder

Ben and David press the partners on how they reconcile fiduciary duty to LPs, board duty to the company, and their stated priority of empowering the founder.

  • A GP has fiduciary duty to LPs and a separate duty to the company as a board member.
  • Benchmark layers on a third priority: supporting the founder specifically.
  • Vulnerability between founder and partner is described as the key precondition for keeping all three aligned.

“the role of a general partner in a venture capital firm traditionally is that you have a fiduciary responsibility to your LPS to maximize their…”

35:00

“one of the words that sort of vital to any durable founder Benchmark partner relationship is vulnerability”

36:30
#board governance#fiduciary duty#founder relationships
Q&A1:29:00

How New Partners Actually Join Benchmark

Asked how succession works, the partners describe an informal but demanding path: hundreds of hours serving on a board together before anyone is invited in.

  • Roughly 250 hours of shared board-meeting time is cited as the informal threshold for really knowing someone.
  • Nearly every current partner had a pre-existing working relationship (board seat, competing for deals, prior colleague) before joining.
  • The process is explicitly described as unlike hiring — more like choosing a spouse.

“I think it's like 250 hours of board meetings together to serve on the board with one of us we have to watch you grow”

1:29:30

“it literally that seems to be the model of like serve on a board with the Benchmark partner and that's how you get to know…”

1:30:00
#succession#partner selection#firm culture

Tool· 2

Tool47:00

Fund Multiple as the True Scoreboard

The partners explain why they judge success by fund multiple rather than total cash returned or assets under management, even when it costs them fee revenue.

  • Setting a new fund-multiple 'high water mark' is treated as a personal legacy goal.
  • Diluting the fund with more capital per deal lowers the multiple even if it raises absolute cash returns.
  • Even Benchmark's own partners pay full LP-rate fees into the fund, underscoring the aligned-incentive philosophy.

“I would like this group I guess I'm part of this group to set a high water mark for a multiple on a fund”

47:00

“there's nothing like a benchmark fund and when it works it sets the pace in the industry”

48:00
#metrics#fund performance#incentive alignment
Tool1:46:30

The Unofficial 'Principal' Program: Flexible Roles for Exceptional People

Benchmark insists it has no formal associate/principal ladder, yet flexibly creates roles for standout people like Blake, guided by an Emerson-flavored rule against rigid consistency.

  • Benchmark has no formal principal or associate program, but will informally create a role for an exceptional person.
  • The guiding line: 'a foolish consistency is the hobgoblin of little minds' — don't let structure block a great hire.
  • Roles like EIR emerged organically (e.g., two former operators exploring ideas together at Benchmark ended up co-founding a company).

“consistency is it false consistency or forcing said it was thorough who said that where's it Emerson it's exactly right though which is that when…”

1:48:00

“we don't have Associates but one of us may hire an associate we don't have principles we have a principle”

1:49:00
#talent#org design#flexibility

Takeaway· 1

Takeaway1:09:00

Every One of Sarah's Deals Came From a Founder Referral

Sarah shares a striking personal data point on sourcing: 100% of her Benchmark investments were referred by entrepreneurs, often ones Benchmark never even funded.

  • 100% of one partner's investments were sourced through entrepreneur referrals.
  • Referrals often came from founders Benchmark met with but didn't ultimately back, because they valued the process itself.
  • This reflects a broader belief that being a genuinely good process for founders compounds into future deal flow.

“I found that a hundred percent of the Investments that I've made as a benchmark partner we're all sent To Us by an entrepreneur”

1:09:00
#deal sourcing#referrals#founder relationships