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Colossus (Invest Like the Best / Business Breakdowns)Podcast7 May 2024Source: joincolossus.comHost: Patrick O'Shaughnessy

Nico Wittenborn - Finding the Adjacent Possible - [Invest Like the Best, EP.372]

In plain words

This is about venture investor Nico Wittenborn's strategy: he focuses on consumer subscription products (annual fees) because upfront cash lets companies reinvest in growth immediately. He's bullish on hardware-plus-subscription combos, which he says most investors overlook. Examples: Calm (meditation app, revenues doubled after adding sleep stories), Oura Ring (smart ring with retention as high as Netflix), and BirdBuddy (smart birdhouse with hardware and subscription, underestimated).

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Nico Wittenborn, founder of venture capital firm Adjacent, articulates his "adjacent possible" investment philosophy, focusing on the consumer subscription market. He has made early investments in companies such as Calm App, Photoroom, and Oura Ring. He insists on completing all investment steps alo

~15 min full read · 8 sections
Deep Analysis

This Week in Brief

Nico Wittenborn, founder of venture firm Adjacent, pursues an "adjacent possible" investment philosophy, with a primary focus on the consumer subscription market. He has made early-stage investments in companies such as Calm App, Oura Ring, and PhotoRoom. He insists on executing every step of the investment process himself in order to stay close to the truth. His core thesis is that the main advantage of the consumer subscription model is the positive cash flow cycle generated by prepaid annual fees — the user pays a year in advance (e.g., $50), and the company can immediately reinvest that money into customer acquisition, achieving SaaS-like capital efficiency in the consumer space. This represents a fundamental shift in consumer business models over the past decade.

1. The "Adjacent Possible" Investment Philosophy: Position Ahead of the Intersection of Technological Elements

Nico Wittenborn believes that the most successful investment opportunities often arise when specific technological elements happen to converge at a particular point in time, rather than appearing out of thin air.

He draws on biologist Kauffman's terminology and cites Steven Johnson's book Where Good Ideas Come From to explain the concept of "adjacent possible": the next step in evolution is usually the result of combining existing possibilities, not a context-free leap. This framework applies equally to investing — many successful cases are "a few technological or market elements aligning just right within a specific time window."

Historical thread and key inflection points: Wittenborn recalls that he first encountered this concept through the birth of the iPhone. When the iPhone was first released, he was still in high school and witnessed first-hand the transition from Nokia feature phones to smartphones — a device that "puts all the information on the internet into your pocket," opening up a software distribution channel that had previously been inaccessible to consumers. This experience shaped his sensitivity to "moments."

Current applications:

  • When the iPhone added a LiDAR scanner, he invested in a company using that technology for 3D scanning.
  • Cloud gaming and native streaming technology matured, creating an opportunity for Backbone (a game controller hardware company).
  • Advances in satellite communication are leading him to invest in a new operator that combines mobile phones with satellites.

Nico's self-positioning: He deliberately chooses to stay away from the well-understood market of enterprise software SaaS and instead turns to consumer subscriptions, an area "most people ignored at the time." "If everyone understands something, I don't need to go in — because the people who already have the brand, resources, and scale will beat me."

2. Consumer Subscription Pricing Strategy: Start Low, Emphasize Annual Fees, Then Continuously Raise Prices

Nico Wittenborn argues that the most common mistake in consumer subscriptions is pricing too low (stemming from founders' fear of charging). The optimal strategy is "start low, prioritize annual fees, and continuously raise prices."

Core mechanics:

  • Annual fee first: He recommends that most apps initially sell only annual subscriptions, not monthly. The reason is the cash flow advantage — the user pays $50/year upfront, and the company can immediately use that $50 for marketing and customer acquisition, creating a positive cycle. With a monthly model, it would take 12 months to accumulate the same cash flow from the same user.
  • Leave room in pricing: Founders often underprice because of insecurity about market acceptance. His advice is "start low, but you must charge," because free users cannot validate the product's true value. The retention data from the first 3–6 months after charging is a key indicator of annual retention.
  • Continuous price increases: Take Netflix as a benchmark — it raises prices by 10–15% annually because content quality improves and users' willingness to pay grows. He cites a macro trend: teenagers and children have a fundamentally different perception of the value of digital assets (e.g., game skins) compared to the previous generation. They have shifted from "apps must be free or 99 cents" to "willing to pay for a quality experience."

Key data: He observes that 90% of apps on the App Store now use a subscription model. The annual fees for his invested subscription products range from $30 to $150, but "this is far from the ceiling." He believes that as AI features enhance and product value increases, premium subscriptions can achieve a luxury positioning.

Pricing pitfalls:

  • Hard paywalls (must pay before using) only work for a few products; most products should adopt a "freemium" model: 90% of users are free, and word-of-mouth generated by free users (e.g., PhotoRoom images with brand watermarks) drives organic growth.
  • Transitioning from free to paid is extremely difficult, so he strongly recommends "starting with a subscription from day one," rather than offering it for free first and then charging later.

3. Hardware + Software Combination: An Underappreciated Consumer Subscription Opportunity

Nico Wittenborn believes that the combination of hardware and subscription is severely underappreciated in the consumer space, mainly because most investors only see the capital intensity and low margins of hardware, while ignoring the high retention and long-term value brought by software subscriptions.

Oura Ring case study: The opportunity to invest in Oura came from his investment in Calm. After Calm launched "Sleep Stories," its revenue jumped from $20M to $80M, because data showed that users mainly used the app before bed — this made him realize that sleep is a huge market. Oura Ring combines hardware sensors with software data analysis to help users improve sleep. He suggested that Oura introduce a subscription model from the second to third generation, while keeping hardware profitable. The result: Oura's retention rate is "on par with Spotify and Netflix" — extremely rare in consumer products.

Data support: His fund has about 20 companies per fund, of which 2 are hardware + subscription combinations, and these 2 have a "very high hit rate." He explains: hardware products naturally have high retention (because users have already invested money in the hardware), and when a subscription is added, the typical pattern is "high churn in the first year, but retention from the second year onward is almost as low as SaaS — and may even recover due to returning users."

The BirdBuddy "digital birdhouse" story: This is the most vivid case. BirdBuddy is a digital birdhouse with a camera and solar-powered roof. Many investors openly laughed at it. But Wittenborn saw: the entry price is $160 (including the solar roof), and after purchasing, users automatically enjoy the pleasure of watching birds. The subsequent subscription service ($70/year) allows users to access 150,000 other birdhouses worldwide, get seasonal bird food ratio recommendations, and even plans to expand to "garden biodiversity management" — by leveraging the existing camera and sensors, it recommends specific plants to attract more birds.

Analogy and extrapolation: Wittenborn compares BirdBuddy to "Pokémon Go — collecting all the birds." He asks: "When you see a product and everyone you talk to says 'I want one,' that often signals an undervalued market. Birdwatching is a huge hobby — people spend a lot of money on binoculars — but investors dismiss the market just because it 'sounds funny.'"

4. The Strategic Advantage of the Solo Investor: Contrarian Positioning and the "Rebel Alliance"

Nico Wittenborn argues that individual investors, at a small scale, have a countervailing competitive advantage over large institutions — decision speed, founder proximity, and freedom from consensus are the core weapons of this emerging investor group.

Shifting competitive landscape: When venture capital was in its early days, institutions predicted IPO sizes of mostly $1–10 billion, but today there are trillion-dollar companies. This has led large institutions to evolve into "multi-stage funds" that require more confirmation and process, naturally migrating to later-stage investing — because "you can't confirm at seed stage whether a company will become a trillion-dollar entity; even their own early memos wrote a $500M cap."

Contrarian positioning: The "corporatization" of large institutions creates a "counter-positioning" opportunity — one person. Founders are inherently rebellious, independent thinkers, and they appreciate investors who "can make decisions quickly, have no layers of approval, and are easy to trust." Wittenborn says: "I don't have an EA because I don't want anyone between me and the founder."

"Rebel Alliance" metaphor: He describes himself as "a member of the Rebel Alliance," while large institutions are "the Death Star." He has invested in a dozen other solo managers, forming a collaborative network. He believes that the return potential at the seed stage is inversely proportional to fund size — the smaller the fund, the more likely it is to generate outsized returns, because LP alpha comes precisely from these "small funds with high return potential but non-consensus."

Personal practice: He does all the investment steps himself — from sourcing deals, due diligence, writing terms, to post-investment service. The reason comes from a lesson taught by former colleague Brian Singerman: "Don't outsource judgment — if you make the right decision by following someone else's advice, you learn nothing; if you're wrong, you'll only resent the other person."

5. Product Evaluation Framework: Simple, Distributable, Friction-Reducing

Nico Wittenborn believes that the core of a great product is "simplifying to the essence" — doing very few things but doing them extremely well, while embedding a distribution mechanism and continuously reducing the friction of user interaction with the digital world.

"Less is more" principle: He says "most product problems stem from trying to do too many things." His way of judging founders is unique — "I judge founders more through their products than through conversations with them." The simplicity of a product and its attention to detail reflect the founder's diligence, rigor, and understanding of the user.

Built-in distribution: Take Typeform as an example — its survey completion rate is far higher than SurveyMonkey because the design is more conversational and the cross-platform experience is better. More importantly, the act of using Typeform itself promotes Typeform: respondents have a good experience and naturally adopt it in their own work. Wittenborn says: "The design of the product itself should touch all aspects of the company's success — not just functionality, but also distribution."

Friction reduction: He cites the iPhone and Oura Ring. One revolutionary breakthrough of the iPhone was "intuitive interaction" — a two-year-old can use an iPad without instruction. Oura, in contrast to traditional health monitoring devices, is just an unobtrusive ring with no screen, but it continuously provides data on sleep, stress, recovery, etc. "Reducing the friction of obtaining this data is a key theme in consumer product success."

The "Wow Factor" moment: He likes to calculate "the time from a user's first contact with the product to feeling value." Calm's first guided meditation session has 70% silence, but users realize how cluttered their minds are and how much they need this. BirdBuddy is "install, wait, and the first bird appears — instant value." Product design should minimize this time.

Mentioned Positions

Position Guest Stance Key Data
Calm (Meditation App) Bullish (Invested, Series A) Revenue jumped from $20M to $80M (after launching Sleep Stories), indicating user demand is actually for sleep, not just meditation
Oura Ring Bullish (Invested, personal investment) Retention rate on par with Spotify and Netflix; introduced subscription from 2nd to 3rd generation, with both hardware profit and software subscription
BirdBuddy Bullish (Invested, one of two hardware+subscription in first fund) Device price $160 (solar roof version), subscription $70/year, access to 150,000 global birdhouses; plans to expand to garden biodiversity management
PhotoRoom Bullish (Invested) Mobile photo editing tool, already has API product, clients include Warner Music and other Fortune 500 companies; user-generated images carry brand watermarks for natural distribution
Backbone (Game Controller) Bullish (Invested) Founder is a young gamer; believes cloud gaming and native streaming are about to explode on mobile; this investment is Wittenborn's "proxy exposure" to the 50% of App Store revenue from gaming
Speechify (Text-to-Speech) Bullish (Invested) Founder founded it due to dyslexia; Wittenborn believes the core opportunity is not just helping dyslexics, but being a bridge for "human knowledge stored mainly in text, but people reading less and less"
Typeform Neutral (Not invested, but used as product benchmark) Survey completion rate far higher than SurveyMonkey; most new users come from respondents, product has built-in distribution mechanism
Superwall (Paywall Testing Infrastructure) Bullish (Invested) Helps apps run 100 paywall experiments simultaneously; key finding: paywall frequency is a key driver of conversion rate
Chainalysis (Blockchain Analytics) Bullish (Invested, during Point9) Used by most government law enforcement agencies; Wittenborn didn't understand crypto at the time, but saw the opportunity of "SaaS product as proxy exposure to the cryptocurrency market"
BeReal (Social Network) Early investment; believes the advertising model has a fundamental flaw Points out that "the advertising model incentivizes the platform to steal your time, because revenue is tied to usage time," which conflicts with the user's genuine desire to "connect with others"

Key Takeaways

1. "Adjacent Possible" is not prediction, but element identification (Nico Wittenborn): The next big opportunity is not "imagining the future out of thin air," but "identifying which technological elements happen to converge at present." For example, iPhone + LiDAR scanner → 3D scanning company, Stadia failure + cloud gaming technology maturity → Backbone game controller. The falsifiable condition of this judgment: if a technology breakthrough occurs but no new company emerges to exploit it, it means "the timing isn't right yet."

2. The "annual fee first" principle for consumer subscriptions (Nico Wittenborn): Annual fees are more advantageous than monthly fees for early-stage consumer companies because the user pays $50 upfront, and the company immediately gets cash that can be reinvested in customer acquisition, forming a "self-funding growth flywheel." "If you only rely on monthly fees, you need to wait 12 months to get the same cash from the same user, and during that time you have to rely on external funding."

3. The retention curve for consumer subscriptions is "funnel + long tail" (Nico Wittenborn): Most investors give up when they see high churn in the first year, but a true consumer subscription company loses a large number of users in the first year, then the churn rate in the second year drops to almost the same level as SaaS, and may even recover due to returning users. "A good subscription company, from the second year onward, looks almost indistinguishable from SaaS."

4. Hardware + subscription is a systematically underappreciated opportunity (Nico Wittenborn): The natural high retention of hardware (because users have already invested money) combined with software subscriptions produces a "1+1>2" effect. In his fund, 2 out of 20 companies are hardware + subscription, with a very high hit rate, and "the entry price often reflects investor bias, not true value."

5. The "Law of Gut Instinct": Don't outsource judgment (Nico Wittenborn, quoting Brian Singerman): When facing uncertainty that requires a decision, rely on your own intuition rather than others' advice, because "if you make the right decision by following someone else's advice, you learn nothing; if you're wrong, you'll only resent the other person." This is the only way to develop a unique investment perspective over the long term.

6. The "counter-positioning" advantage of the solo investor (Nico Wittenborn): The "corporatization" of large multi-stage funds creates a reverse opportunity for "one person" — founders appreciate independent decision-makers because "there are no layers of approval, no multiple partners to convince, no EA in the middle." Wittenborn compares his strategy to the "Rebel Alliance," contrasting with large institutions as the "Death Star."

7. "The quality of tap water is determined by how it is distributed" (Nico Wittenborn, analogical product framework): He argues that products should have built-in distribution mechanisms. The best example is Typeform — answering a question itself promotes Typeform. Consumer subscription products especially need "visual" and "shareable" attributes, because "seeing it makes people want to use it" is the best way to acquire customers.

8. "Reducing friction" is the meta-theme of consumer product success (Nico Wittenborn): The iPhone lets a two-year-old take a photo, Oura Ring makes health monitoring as simple as an unobtrusive ring, Vision Pro is blending digital content seamlessly with the physical world. "All great consumer technologies are about reducing the friction of user interaction with the digital world."