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Interview, Fireside Chat

Oren Zeev: How I Raised $1 BILLION in 12 Months | 20VC #888

Oren Zeev's Venture Philosophy and Market Outlook

  • Career Trajectory:

    • Zeev began in 1994 as a research staff member at IBM in Israel before joining Apex, one of only two people hired to open its Israeli operations.
    • He spent 12 years at Apex, moving to Silicon Valley in 2002 to head the tech practice before retiring and launching his own independent firm.
    • He explicitly left partnership structures to avoid the "insecurity" and "mediocrity" he observed in traditional partnership models.
  • Crisis Analysis (Dot-com, 2008, Current):

    • Dot-com Crash: Characterized as "nuclear," with valuations dropping 95% and underlying businesses collapsing entirely.
    • 2008 Crash: Broader economic impact, less specific to tech, but still caused significant pain without destroying tech fundamentals.
    • Current Market: Valuations in public markets have dropped ~50%, but corporate fundamentals remain strong with sustained demand.
    • Distinction: Unlike the dot-com era, today's healthy businesses remain healthy; the crisis is largely a valuation correction rather than a business model failure.
  • Fundraising and Deployment Strategy:

    • Speed: Zeev raised three funds totaling $1 billion in 2021 and is currently raising a $500 million fund less than a year later, rejecting the concept of "vintage diversification."
    • LP Relationship: He terminated an LP who criticized his rapid deployment pace for obsessing over vintage diversification; Zeev prioritizes seizing opportunity over temporal diversification.
    • Follow-on Strategy: 80% of capital is deployed in follow-on rounds to existing portfolio companies rather than new deals (which constitute only 20% of investments).
    • Market Pace: The pace of follow-ons has slowed due to market conditions; companies are flush with cash and delaying raising rounds to build more value before returning to the market.
  • Investment Criteria and Pricing Discipline:

    • Valuation Sensitivity: Zeev argues that if a company grows >100% annually and the trajectory is sustainable, paying 50% more than standard comps is acceptable to avoid missing the opportunity.
    • Ownership Philosophy: He rejects rigid ownership thresholds (e.g., the industry standard of 20%), viewing them as arbitrary partnership constraints rather than value drivers.
    • Portfolio Construction: He maintains a concentrated portfolio of ~9-10 companies, arguing that high individual deal success rates reduce the need for broad diversification.
    • Anti-Dilution: He opposes "pro-rata" obsession, stating capital should be deployed to maximize returns rather than to protect arbitrary past ownership percentages.
  • Founder Relations and Crisis Management:

    • Transparency on Failure: Zeev prioritizes candid conversations with founders when faith in the business is lost, arguing that "capping the company" too long leads to unnecessary pain and loss of dignity.
    • The "Last Two Months" Analogy: He compares dragging failing companies to end-of-life healthcare costs, where 50% of spending occurs in the last two months with no win; he advocates for timely shutdowns or sales to preserve dignity.
    • Founder-Centricity: He asserts that founders are the customers, not LPs, and the primary goal is to be the "best alternative" for founders rather than optimizing for LP optics or signaling.
    • Secondaries: He rarely sells secondary stakes, operating on the rule that "the ones you want to sell, you can't, and the ones you can sell, you don't want to sell."
  • Major Misses and Lessons Learned:

    • Facebook: Missed a $500M valuation round at Apex due to partnership hesitation, despite being connected to the right stakeholders.
    • Audible: Missed a $300M pre-IPO buyout in 2003 because partners refused to take the company private; it later sold to Amazon, and Zeev estimates the standalone valuation today would be $50-100B.
    • dLocal: Passed on the investment due to concerns about the founders' "hot potato" mentality regarding exits; he made a personal investment instead, generating a 100x+ return, while institutional funds missed the 10x+ outcome.
    • Recycling Capital: He now recognizes that a quick 2-3x return is preferable to missing an investment entirely, as capital can be recycled immediately rather than returned to LPs.
  • LP Landscape Critique:

    • Incentive Misalignment: Zeev identifies LP incentive structures as a major broken element, noting that LPs often accept egregious terms just to secure a "brand name" placement for career signaling.
    • Inefficiency: He criticizes the multi-month decision processes of LPs, which often involve redundant bureaucracy with no penalty for delays, creating a non-competitive environment.
    • Signaling Risk: While he acknowledges signaling risks in multi-stage investing, he prioritizes founder interests over managing LP optics regarding "up-rounds" or "DPI."
  • Advice for First-Time Managers:

    • Primary Rule: Focus on being the best option for founders; access to top founders guarantees future LP capital, whereas focusing on LPs first yields no edge.
    • Play to Win: Zeev refuses to fund "bridge to nowhere" scenarios; he prefers to write a significant check to allow a company to "play to win" rather than pooling small amounts to merely survive.
    • Problem vs. Solution: The most critical skill is identifying a real product gap; a buggy solution can be fixed, but a misunderstood problem cannot be solved by good code.
  • Recent Investment Case Study (Riverside):

    • Initial Deal: Invested in September 2020 at a $7.5M pre-money valuation after a 2-hour call.
    • Thesis: Despite a buggy product written by the founder's brother and high churn, the company achieved 5-10 paying customers ($40/mo) per day with zero marketing or sales, proving a genuine market need.
    • Outcome: Confirmed the initial investment thesis; the company has burned minimal cash and recently raised a larger round, validating the decision to identify the problem correctly over the imperfect solution.
  • Personal Preferences & Insights:

    • Reading: Recently enjoyed Bad Blood regarding Theranos.
    • Insecurity: Zeev admits technical insecurity regarding complex technology but feels confident in his ability to make great decisions and partner with founders over his 27.5-year career.
    • Role Model: Cites Ben Horowitz for operational insights, though notes he operates in a different "game" as an independent investor without partners.