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Adam Fisher: Why Small Markets are Better Than Big Markets | E1106

Whether you’re looking to sell your private company shares, or set up a liquidity program for your valued shareholders, you have to speak to the team at Hiive. Visit hiive.com/20vc, that is Hiive with two i’s - dot com slash 20vc, and see why they’re the fastest growing hub for secondaries in the world. ----------------------------------------------- Adam Fisher is a Partner @ Bessemer Venture Partners and one of the most successful investors in Israel over the last two decades with seed investments in Fiverr, Wix, Melio, HiBob and more. Adam has now made over 60 investments and has had an incredible 23 successful exits. Adam has now been in venture for over 27 years having started his career at Jerusalem Venture Partners in 1996. ----------------------------------------------- Timestamps: (00:00:00) Intro (00:00:54) Journey into the World of VC (00:02:57) Evolution of VC Industry (00:04:55) Speed and Decision-Making in VC (00:07:06) Second-Time Entrepreneurs' Key Insights (00:08:49) First vs. Second Time Founders (00:10:19) Insider vs. Outsider Market Entry (00:11:09) Innovation or Existing Markets (00:13:56) Contrarian Insights in Development (00:16:48) Managing Follow-On Funding as a Contrarian Investor (00:21:10) Founders’ Efficiency & Leadership (00:24:03) Navigating Market Size Strategies (00:27:00) Small Investments, Big Returns (00:31:30) Success Through Mistakes (00:35:29) Hiring Process (00:40:46) Why Founders Choose You (00:43:10) Price Sensitivity in Venture Investing (00:46:26) Best Founders & Funding Strategies (00:51:45) Choosing Capital Paths (00:57:28) Cracks in Founder-Investor Alignment (01:02:12) Timing and Liquidity in Investing (01:06:32) Honest & Fearless (01:09:44) Quick-Fire Round ----------------------------------------------- In Today’s Episode with Adam Fisher We Discuss: 1. Lessons from 27 Years in Venture Capital: How did Adam first make his way into the world of venture straight out of college? Does Adam agree with Doug Leone that VC has changed from a “boutique, high margin business to a commoditized, low margin industry”? What does Adam know now that he wishes he had known when he started in venture? 2. How to Pick Winners: 23 Exits in 60 Investments: To what extent does Adam think pattern recognition is a good thing? When is it bad? Does Adam prefer to invest in outsider founders approaching a problem with fresh eyes or insider founders who know the problem back to front? Why does Adam believe that “category creation is BS”? Why does Adam not like to invest in big, hugely ambitious markets? Why are smaller markets best? 3. The Deal: Mastering the Art of Negotiation and the Deal: How does Adam reflect on his own relationship to price? When doing an investment, does Adam think about who would do the next round? How important is ownership to Adam? Does he want it all on first check? Why does Adam not like to invest in hot AI rounds? What have been Adam’s single biggest investing mistakes? How did it change his approach? 4. Mastering the Art of Portfolio Management: Why does Adam believe that it is impossible to know which of your portfolio will be the breakout winners early on? How does Adam approach reserve allocations with this in mind? How does Adam know when is the right time to sell a position? What does Adam believe was the biggest sin of the zero interest rate environment period? ----------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZTtgTNBKwtZBMHvl?si=85bc9196860e4466 Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/the-twenty-minute-vc-20vc-venture-capital-startup/id958230465 Follow Harry Stebbings on Twitter: https://twitter.com/HarryStebbings Follow Adam Fisher on Twitter: https://twitter.com/AdamRFisher Follow 20VC on Instagram: https://www.instagram.com/20vchq Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/contact ---------------------------------------------- #harrystebbings #20vc #venturecapital #podcast #founder #AdamFisher #bessemer #bvp

Adam FisherguestHarry Stebbingshost
Jan 22, 20241h 17mWatch on YouTube ↗

CHAPTERS

  1. 0:00 – 0:55

    Why “fastest-growing & most ambitious” can be the riskiest bet

    Adam opens with a contrarian take: the path to big outcomes is not necessarily backing the most aggressive, fastest-scaling startups. He frames his investing style around balancing founder ambition with grounded execution to avoid spectacular blow-ups.

    • Big exits don’t always come from the most ambitious, fastest-growing companies
    • Hyper-ambition correlates with higher crash-and-burn risk
    • VC’s job includes both encouragement and restraint for founders
    • Composure and transparency are foundations of strong investor-founder relationships
  2. 0:55 – 2:57

    From 1996 Israel VC intern to Bessemer partner: a serendipitous start

    Adam describes stumbling into venture capital as a student in Jerusalem in 1996, when VC was barely understood locally (or by college students anywhere). He explains how early exposure to detailed business plans shaped his learning more than school did.

    • Finding a VC internship in Israel through chance and curiosity
    • Early Israeli funds were tiny and operationally primitive by today’s standards
    • Pre-Google era diligence: mailed business plans and minimal infrastructure
    • Business plans as a powerful education tool for technology markets
  3. 2:57 – 4:56

    How venture changed: from closed, paternalistic VC to open, founder-partner dynamics

    Comparing the old era to today, Adam says he prefers operating now because the industry is more open and learnable. He also criticizes the historically adversarial, paternal posture VCs took with entrepreneurs and explains why he intentionally chose a partnership approach at Bessemer.

    • VC used to be closed: little shared strategy, few public “war stories”
    • Openness benefits both investors and entrepreneurs
    • Earlier VC-founder relationships were often adversarial and paternalistic
    • Adam’s preferred model: trusted partner founders can confide in
  4. 4:56 – 7:06

    Speed kills: why “speed-dating” diligence produces bad VC decisions

    Adam argues the modern push for rapid fundraising forces founders and investors into unnaturally fast commitments that resemble marriage proposals after a few meetings. He distinguishes between fast decisions for small checks versus leading a round where the investor bears long-term responsibility.

    • Founder NPS isn’t the core issue—deal speed is
    • Choosing a VC is like adding a quasi-founder with long board involvement
    • Fast decisions increase error rates for both founders and lead investors
    • Leading rounds require deeper diligence than competitive small-check rounds
  5. 7:06 – 8:34

    Second-time founders aren’t automatically better: two archetypes and a key red flag

    Harry pitches the “blank check founder” idea; Adam pushes back based on experience backing many repeat entrepreneurs. He distinguishes between second-timers blinded by success versus those who remain rational and open to feedback—and explains why excessive certainty early is a warning sign.

    • Two second-time founder types: overconfident vs. rational/reflective
    • Repeat founders often try to build “bigger” via more money and higher valuations
    • Early-stage over-certainty is a negative signal
    • Great second-timers want pushback, brainstorming, and validation
  6. 8:34 – 10:19

    Why Adam often prefers first-time founders (and what he looks for in them)

    Adam rejects a blanket bias toward second-time founders and argues first-timers can be exceptional if they learn quickly and build strong chemistry with their investors. He looks for rapid iteration between meetings and evidence the founder climbs the learning curve fast.

    • Preference isn’t based on prior founding—it's based on learning velocity
    • Chemistry and two-way learning matter as much as experience
    • Rapid progress from meeting to meeting predicts future execution
    • First-timers can learn from advisors and others’ mistakes without repeating them
  7. 10:19 – 11:47

    Outsiders beat insiders: naivety as an innovation advantage (with the Israel lens)

    Adam explains why outsiders often innovate more effectively than insiders who are constrained by convention and past failure patterns. The key is self-awareness—outsiders must know what they don’t know—and enough charisma to recruit, fundraise, and sell the vision.

    • Outsiders can escape industry conventions and “what hasn’t worked before” bias
    • Naivety can be a feature if paired with self-awareness
    • Charisma/storytelling helps align employees, investors, and customers
    • Israel’s ecosystem often produces outsider-market entrants by default
  8. 11:47 – 13:33

    Category creation is usually retrospective: find new buyers and wedges instead

    Adam argues that “we’re creating a category” is often a misguided starting narrative; categories are typically recognized only in hindsight and usually emerge from broader market movements. He prefers concrete insights like new customer types, new buyers, or distribution wedges (e.g., bottoms-up developer adoption).

    • Trying to “create a category from nothing” is extremely difficult
    • Category creation is often attributed in retrospect, not planned upfront
    • Better framing: identify new buyers, verticals, or product-led wedges
    • Movements usually involve multiple companies (and sometimes incumbents)
  9. 13:33 – 20:17

    Being the lone player: contrarian investing, competition avoidance, and follow-on reality

    Adam aligns with the preference for “N-of-one” opportunities and explains he gets more comfortable when there’s little competition—even in smaller markets. But he draws a hard line: being contrarian must still be fundable later, so ensuring the next round is plausible is central to his strategy.

    • Two investor psychologies: comfort with competition vs. discomfort with it
    • Adam prefers being early/alone over being #2–#3 in a big gladiator market
    • Contrarian deals can struggle with follow-on magnetism
    • He won’t invest where future funding is unlikely—next-round accessibility is critical
  10. 20:17 – 24:04

    Efficiency over hype: founder signals, early selling, and avoiding growth-at-all-costs

    Adam explains how he evaluates operational efficiency without over-indexing on early KPIs that are too small to be meaningful. He looks for founders who take real personal risk, do the early customer work themselves, and avoid premature hiring that burns cash before product clarity.

    • Not “growth at all costs”: burn and culture distortions are hard to unwind
    • At very low ARR, KPI snapshots can be anecdotal (good or bad)
    • Efficiency signals: founders quit jobs, take personal risk, do early sales themselves
    • Good founders learn customer pain firsthand before building a big org
  11. 24:04 – 28:41

    Small markets, right price: why niches can outperform and how Wix/Fiverr looked early

    Adam lays out why he likes smaller markets: less competition and the ability to earn great returns if valuation and entry price are right—especially when there’s adjacency expansion potential. He illustrates how some of his smallest, most questionable early bets (like Wix and Fiverr) became enormous outcomes, despite internal skepticism and unclear monetization early on.

    • Some markets are simply too small—but many “niches” have adjacency expansion paths
    • Small markets often mean less competition and clearer leadership positioning
    • Entry price/valuation discipline enables great returns even on smaller exits
    • Wix/Fiverr: early ambiguity, founder rough edges, and skepticism—yet massive outcomes
  12. 28:41 – 40:43

    Risk management: scenario planning, founder concerns, pattern recognition, and hiring to avoid rocks

    Adam explains he focuses less on numeric outcome modeling and more on what could go right or wrong operationally and strategically. He shares a painful thesis failure (an IP-only chip strategy), argues pattern recognition is most valuable for spotting what won’t work, and describes how he supports founders—especially in hiring—by acting like a lighthouse that warns about rocks rather than steering the ship.

    • Scenario planning: focus on drivers and failure modes, not just valuation outcomes
    • Hardest failures often trace back to founder/communication/transparency issues
    • A major loss came from a wrong strategic thesis (IP strategy vs. building a chip)
    • Pattern recognition is best for filtering out what won’t work
    • Hiring help: optimize to avoid catastrophic mis-hires, especially stage mismatch
  13. 40:43 – 57:28

    Winning deals and living with price: why founders choose you, valuations, and too much seed capital

    Adam details why top founders choose him (reputation, breadth, and balanced partnership) and then addresses price sensitivity. He’s rarely blocked by valuation alone at early stage; he’s more concerned about founders raising too much too early and the downstream distortions—and he avoids mainstream, crowded AI seed “horse races.”

    • Founder choice drivers: trust, composure in good/bad news, and partnership dynamics
    • Price is rarely the sole blocker early; “raising too much” is the bigger issue
    • Seed-level oversizing distorts go-to-market, hiring, culture, and expectations
    • Avoiding crowded AI races driven by competitors’ fundraising rather than fundamentals
    • Preference for “base hits” and patient compounding over fragile hypergrowth bets
  14. 57:28 – 1:06:30

    Misalignment, liquidity, and exit timing: getting ahead of the peak (and the ‘previous deal’ trap)

    Adam discusses where founder–investor misalignment is most acute: late-stage, especially with secondaries and investor pressure for fast liquidity. He explains his approach to exits—sell slightly before peak, align the CEO, cultivate buyers over time, and remember that acquirers often buy the leader as much as the product—while warning that in down markets everyone psychologically wants “the previous deal.”

    • Early-stage alignment is usually fine; late-stage misalignment spikes around secondary sales
    • In the current cycle, many late-stage investors will prioritize fast 1X liquidity
    • Exit skill: be early—sell before peak, not after
    • Great exits require CEO alignment and a long runway to cultivate acquirers
    • Down-market reality: accept “low” offers early because waiting often worsens outcomes
  15. 1:06:30 – 1:17:39

    Speaking publicly without fear: activism, independence, and the quick-fire lessons

    In the final segment Adam explains why he became publicly vocal on Israeli political issues: career maturity, comfort with repercussions, and a commitment to independent expression. The quick-fire covers shifts in his optimism, geopolitical concerns, misconceptions about Israeli startups, his best investing advice (cut losses early vs. patience), and the importance of “getting points on the board.”

    • Choosing public advocacy: independence, honesty, and willingness to accept backlash
    • Israel tech sector’s response to judicial reform concerns was more unified than expected
    • Mindset flip: more short-term optimism, more long-term concern (VC capital glut, geopolitics)
    • Best advice: know when to cut quickly vs. when to be patient for late value creation
    • For new investors: build confidence by getting early “points on the board” and real exits

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