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Nico Wittenborn: Consumer Subscription Apps; Using Evolutionary Biology to Invest; Solo GP's | E1017

Nico Wittenborn is the Founder of Adjacent, one of the best early-stage firms created over the last 5 years. Before starting Adjacent, Nico spent over 3 years at Insight Partners in New York and before that learned the craft of venture from some of the best in early-stage, Point Nine, where he spent over 4 years. Nico’s portfolio across funds includes the likes of Revolut, Chainalysis, Oura, RevenueCat and PhotoRoom to name a few. ----------------------------------------- Timestamps: 0:00 Intro 1:22 Nico Wittenborn: From Insight Partners to founding Adjacent 8:35 Consumer Subscription Apps 24:22 The State of the VC Market Today 29:22 Deep Dive on Adjacent 48:27 The Rise of Solo GP’s 55:21 How I Use Evolutionary Biology to Invest 59:56 VC Market Predictions 1:10:29 Life Advice from Nico 1:16:46 Quick-Fire Round ------------------------------------------ In Today’s Show with Nico Wittenborn We Discuss: 1.) From Selling Mobile Phones to Leading Early-Stage Investor: How did Nico first make his way into the world of venture with Point Nine? What did Nico learn from his time with Point Nine and Insight? How did his time at each impact how he invests and runs Adjacent today? What does Nico know now that he wishes he had known when he started investing? 2.) Is Consumer Subscription Even a Good Place to Invest? With Calm ($2BN) and Duolingo ($6BN) as the market leaders and there only being two of them, is consumer subscription even a good place to invest? How does Nico pushback that retention for consumer subscription apps is so bad? What do many not see about consumer subscription retention numbers? How does Nico respond to the challenge of high customer acquisition cost and navigating challenging platform shifts in advertising, when investing in consumer subscription? What will the consumer subscription landscape look like in 5 years time? 3.) Adjacent: The Fund, The Strategy: Why does Nico believe if your fund model relies on $10BN outcomes, you are in trouble? How large is the latest Adjacent fund? What does the portfolio construction look like for the fund? How much diversification is the right level of diversification? How many companies per fund? How does Nico think about capital concentration on a per-company basis? What are Nico’s ownership requirements? How have they changed with funds? What is it about Nico’s structure which enables him to be more collaborative than others? 4.) Nico: The Investor: Lessons: How does Nico reflect on his own relationship to price? When does he pay up? When does he not? What has been one of Nico’s biggest misses? How has that changed his approach? Why does Nico not really compete with the large multi-stage funds? Why is Nico deliberately trying to reduce the amount of companies that he sees? 5.) The Future of Venture: How does Nico analyze the rise of solo GPs? What are the biggest pros and cons of the model? Why does Nico believe the large generalist funds are in trouble? Who is set to win and who is set to lose in the next 10 years of venture? Which seed firm would Nico invest in? Which Series A firm? Which growth firm? -------------------------------------------- #NicoWittenborn #Adjacent #HarryStebbings #20VC #venturecapital #consumersubscription #business #investing

Nico WittenbornguestHarry Stebbingshost
May 22, 20231h 29mWatch on YouTube ↗

CHAPTERS

  1. 0:00 – 1:12

    Adjacent possible: a framework for spotting “overnight” breakthroughs

    Nico opens by explaining the evolutionary biology concept of the “adjacent possible,” arguing that innovation feels sudden only because the intermediate steps are easy to miss. He connects the idea to investing: find the underlying technical, behavioral, or social shifts that make a new category inevitable.

    • “Adjacent possible” as a deterministic chain of enabling steps (e.g., Transformers → OpenAI → ChatGPT subscription)
    • Why breakthroughs are perceived as overnight despite long build-ups
    • Applying the framework beyond tech to behavior shifts (e.g., meditation → Calm)
    • Investing goal: identify change vectors that can support category creation
  2. 1:12 – 5:08

    From iPhone arbitrage to Point Nine: how Nico got into venture

    Nico traces his path from teenage entrepreneurship (importing/refurbishing iPhones) to early investing and a cold email that landed him at Team Europe. That internship became a long-term role and ultimately a front-row seat to the creation of Point Nine.

    • Early entrepreneurial hustle and first public-market investing lessons (Apple stock)
    • Discovering Berlin’s startup ecosystem and Team Europe’s company-building model
    • Cold outreach leading to internship and part-time work through university
    • Point Nine spin-out and Nico’s early “full stack” venture apprenticeship
  3. 5:08 – 8:25

    Point Nine vs. Insight: discipline, focus, and the long arc of obvious ideas

    Harry asks what Nico took from two very different institutions: Point Nine (early-stage, focused) and Insight (scaled, later-stage). Nico emphasizes that what seems obvious now (SaaS dominance) wasn’t obvious at formation—an important reminder for today’s emerging models.

    • Point Nine: autonomy, disciplined focus, and remote/geo-agnostic investing early on
    • Insight: enterprise software conviction at scale and pattern recognition over decades
    • How playbooks/benchmarks only become clear after years of outcomes
    • Lesson: build conviction before the market consensus forms
  4. 8:25 – 12:46

    Are consumer subscription apps actually venture-scale? Benchmarks, timelines, and maturity

    Harry challenges whether consumer subscription investing is attractive given the small number of iconic outcomes. Nico argues the model is simply younger than SaaS: App Store subscriptions only arrived in 2011, so only now are IPO/late-stage benchmarks emerging.

    • Venture-scale maturity often takes ~10–18 years; subscriptions are only ~12 years old
    • Calm/Duolingo as early benchmark cases; more outcomes should emerge soon
    • Why comparing consumer subs directly to SaaS can be misleading early on
    • Nico’s claim: we’re early, but multi-billion outcomes are already visible
  5. 12:46 – 19:54

    Unit economics under scrutiny: churn curves, CAC payback, and why annual plans matter

    Harry lays out the classic objections—high churn, volatile acquisition, lower revenue quality—and Nico responds with a cohort-based view. He explains how strong apps manage CAC payback within year one (often within days) by driving annual upfront conversions and improving retention after the first year.

    • Churn is front-loaded: year-one can be ~50% (sometimes worse), then stabilizes more like SMB SaaS
    • Steering paid acquisition so CAC is recovered inside year one
    • Annual upfront as the dominant conversion mix (often 70–80%) and why discounts help
    • Organic vs. paid balance (rule-of-thumb: ~50% organic) and “lockstep” scaling
  6. 19:54 – 21:38

    Paywalls, trials, and the ‘gym membership effect’: converting without killing love

    The conversation turns to product philosophy and monetization mechanics—especially aggressive paywalls. Nico references learnings from subscription infrastructure (e.g., paywall optimization) and argues frequent paywall exposure increases conversion, while paying can itself increase engagement.

    • Paywall frequency as a top predictor of conversion (with risks of annoyance)
    • Free trials and structured free usage as a way to show value before purchase
    • Paid conversion can increase activation/engagement (“gym membership effect”)
    • Investing in the ecosystem: infrastructure picks (RevenueCat, Superwall, analytics, etc.)
  7. 21:38 – 24:15

    Channel volatility and why ‘apps + subscription’ is only the first surface area

    Harry worries about platform and channel shocks (e.g., Facebook changes). Nico agrees diversification is critical, then broadens the thesis: the best businesses start with mobile subscription distribution but expand into web, teams, and APIs—turning consumer entry into a larger platform.

    • Single-channel dependence is a major risk; diversify before it’s too late
    • Mobile app subscription as a cash-efficient launchpad (seed → tens of millions possible)
    • Example path: mobile prosumer product → web/teams → API and enterprise spend
    • Thesis clarification: not “an app with a subscription,” but a wedge into a broader product
  8. 24:15 – 34:39

    Adjacent’s fund strategy: seed-first, co-leading Series A, and ownership discipline

    Nico details Adjacent’s portfolio construction and how it matches his belief in multi-billion (not necessarily $10B+) outcomes. He explains flexible definitions of seed vs. A, targeting double-digit ownership, and when he’ll write much larger checks—including co-leading to give founders longer runway.

    • Portfolio: ~20–25 companies per fund; ~70–75% seed with some Series A exposure
    • Target ownership ~10% (recently ~11% as pricing cools)
    • Check size range $1M–$7M, including occasional single-check $7M commitments
    • Co-leading As to hit ownership targets while giving founders ~3 years of runway
  9. 34:39 – 40:35

    Boards, scaling as a solo GP, and decision-making without a partnership safety net

    Nico explains why he avoids boards early and limits board seats per fund, preferring to help with patterns, intros, and tactical support during PMF. The discussion then shifts to the solo GP model: why it emerged, how it can work, and how Nico pressure-tests his own conviction without a partnership IC.

    • Belief: seed-stage doesn’t need a formal board; boards become useful around Series A
    • Adjacent approach: only ~2 board seats per fund; frequent use of observer roles
    • Solo GP origin story: thesis autonomy and avoiding institutional politics/hierarchy
    • Decision-making as a solo: repeatable frameworks + self-challenge; capacity and “mind space” management
  10. 40:35 – 57:40

    Investing edge: markets aren’t static—Riverside regret, Revolut exception, and breaking rules

    Harry and Nico swap lessons from missed deals and discuss when it’s worth “paying up” or breaking one’s own model. Nico frames many mistakes as treating markets as static rather than evolving, and he uses Revolut as an example of a deliberate rule-break that paid off.

    • Common investor regrets are often about deals not done rather than deals done
    • Riverside miss as a market-size misread due to static thinking about creators
    • Rule rigidity is valuable so that rule-breaking is meaningful (not habitual)
    • Revolut reinvestment: outside focus, higher price, lower ownership—still a great outcome
  11. 57:40 – 59:55

    AI and the application layer: thin wrappers vs. durable subscription businesses

    Harry challenges the “thin layer over OpenAI” critique in consumer subscription apps. Nico argues much of software value historically accrues in the application layer—encoding workflows and verticalizing capabilities—and expects incumbents with large user bases to integrate AI to deepen stickiness.

    • Software value often comes from ‘coded experience’ and workflow encoding, not just breakthroughs
    • AI as a step-change in automation for both enterprise and consumer apps
    • Skepticism about pure wrappers, but optimism for products that deepen utility and retention
    • Incumbents with big user bases can compound advantage by integrating AI features
  12. 59:55 – 1:10:02

    VC market outlook and exits for subscription apps: IPOs, strategics, and roll-ups

    Nico predicts a harder period for many venture firms, especially oversized funds, as LP pressure rises and fund sizes compress. For consumer subscription outcomes, he sees a mix: a few public winners, strategic acquisitions, and increasing financial roll-ups of profitable but growth-capped apps.

    • Near-term difficulty for large funds; likely fund-size contraction and talent churn
    • LPs and reality-check on carry expectations in mega-funds
    • Exit paths: more/smaller IPOs (Duolingo as a multiple counterexample), plus strategic M&A
    • Roll-up opportunity: profitable ~$10M revenue apps with meaningful EBITDA can be consolidated
  13. 1:10:02 – 1:16:46

    Life, identity, and sustaining performance: family, ambition, and long-term thinking

    The conversation becomes personal: Nico discusses where his anti-establishment streak and drive come from, how fatherhood reshaped his priorities, and why contentment requires resisting social comparison. He also shares routines for sustainable performance—sprints, preparation, and true rest.

    • Origins: independence shaped by upbringing and desire for agency
    • Kids as a forcing function for long-term thinking and investing with pride
    • Risks of social media as a highlight reel; learning healthier tech consumption
    • Athlete mindset: preparation → performance → rest; protecting unstructured thinking time
  14. 1:16:46 – 1:29:33

    Quick-fire picks and five-year plan: Point Nine, USV, Founders Fund—and more data points needed

    In a rapid Q&A, Nico names the firms he’d back across seed, Series A, and growth, and explains what he admires in each. He closes with a clear five-year barometer for his thesis: consumer subscription must produce more benchmark outcomes—or he’ll need to adapt Adjacent’s strategy.

    • Seed fund pick: Point Nine (low ego, founder focus, strong returns)
    • Series A pick: USV (thesis-driven, small funds, high-return culture)
    • Growth pick: Founders Fund (conviction, adaptability, fund-size discipline)
    • Five-year plan: keep doing seed-first work; open-but-not-rushed to add a partner; thesis depends on more consumer-sub benchmarks

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