Vertices Capital

Vertices Capital

Vertices Capital specializes as an "Outsourced Chief Investment Officer" (a.ka. OCIO) 100% dedicated to Venture Capital, partnering with boutique family offices, independent asset managers, and regulated banks. We help them understand the Venture Capital landscape, build bespoke investment strategies, and execute them with precision. verticescapital.substack.com

  1. 24. "The Anatomy of a Venture Bet" (ep. 2 of the series "101 VC Core Principles")

    JAN 20

    24. "The Anatomy of a Venture Bet" (ep. 2 of the series "101 VC Core Principles")

    Welcome to episode two of our series called "One O One VENTURE CAPITAL CORE PRINCIPLES FOR NEW LPS WILLING TO UNDERSTAND HOW VC REALL Y WORKS".Today we're going to explore four new core principles:Number 5: Success as a VC requires active participation in the business of risk-taking..Number 6: The market size dictates how big a company can get.Number 7: The founder determines how big the company will get.And Number 8: When evaluating a market, VCs focus on its projected size in 10 or 20 years, asking the "why now" question rather than assessing what exists today.Let's dig in.Success in venture capital requires embracing risk as a core operational discipline, not merely accepting it as a byproduct of investing. Benchmark Capital epitomized this in 1997 by investing $6.7 million in eBay when the company had just $400,000 in monthly revenue and critics dismissed online auctions for "broken laser pointers" as too niche to scale, yet the bet returned over 600x and defined the firm's reputation.​​The total addressable market sets an absolute ceiling on company value, regardless of execution quality. When Uber launched in 2009, initial investors saw a $4 billion black-car market, but Benchmark partner Bill Gurley recognized that superior service could expand TAM to include car ownership replacement, a $150-750 billion opportunity, fundamentally reshaping the investment thesis and Uber's eventual valuation trajectory.​​Founders determine whether a company reaches its market ceiling or stalls far below it, making founder quality the decisive variable within any TAM. Brian Chesky transformed Airbnb from a home-rental platform into a $98 billion company by relentlessly expanding the vision to include experiences, services, and hotels across 220 countries, demonstrating how founder ambition unlocks successive phases of growth that less determined operators would never attempt.VCs evaluate a market's size 10 to 20 years ahead and ask "why now" to identify inflection points, ignoring current scale. Sequoia's 2011 investment in WhatsApp exemplifies this: while a dozen ad-supported messaging apps competed in tiny markets, Sequoia saw mobile internet penetration in emerging economies creating a multi-billion-user global communications platform, leading to a 50x return when Facebook acquired WhatsApp for $19 billion in 2014.Stay tuned for our next episode, and meanwhile, you can reach out to us, Vertices Capital, on our website: vertices.vc. Thank you for listening. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit verticescapital.substack.com

    3 min
  2. 23. "The Outlier Business" (ep. 1 of the series "101 VC Core Principles")

    JAN 6

    23. "The Outlier Business" (ep. 1 of the series "101 VC Core Principles")

    Welcome to episode one of our new series, “101 Venture Capital Core Principles for New LPs Willing to Understand How VC Really Works.” ​Today, we’re going to explore the first four core principles: Number 1: Venture capital is fundamentally the “outlier business”; the objective is not consistency.​ Number 2: The goal is to find the two, three, or four outliers in any given year that will produce the most important companies of tomorrow.​ Number 3: Outsized returns for the limited partners, the LPs, depend on finding the most important companies of tomorrow. ​and, Number 4: A VC firm does not serve its mission for LPs if it is only achieving “doubles and triples.” ​Let’s dig in. Venture capital is an outlier business because almost all the economic value of a fund comes from a tiny handful of companies, not from steady, repeatable wins each year. One Google or Airbnb can repay an entire portfolio of mediocre or failed bets, so a single outlier can more than compensate for dozens of write‑offs, making volatility, not smoothness of returns, the structural norm in this asset class. ​The practical job of a VC partnership is therefore to position itself each year to back the two, three, or four companies that could become the next Stripe, OpenAI, or Datadog, even if that means passing on many “good” but non‑transformational startups. Sequoia’s early conviction in companies like WhatsApp and YouTube, inside a huge and noisy deal flow, shows how a few bold, non‑consensus bets in any given vintage can dominate the financial outcome of an entire fund. ​Because of this power‑law dynamic, outsized returns for LPs only materialize when a fund owns meaningful stakes in companies that go on to redefine markets or create entirely new ones. Early investors in businesses like Airbnb or Shopify did not outperform public benchmarks because their portfolios were broadly “solid,” but because they captured equity in one or two epoch‑defining companies that compounded far faster than the rest of the portfolio combined. ​A VC firm that reliably produces only “doubles and triples” effectively optimizes for comfort and optics rather than for the asymmetric upside LPs actually need from the asset class. In practice, a portfolio full of safe, modest winners may look prudent on a deal‑by‑deal basis, but it will usually underperform top‑quartile venture funds that tolerate a 50% write‑off rate in exchange for exposure to one, two, or three outliers that return the entire fund and more. ​Stay tuned for our next episode. In the meantime, you can reach out to Vertices Capital on our website: vertices.vc. Thank you for listening. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit verticescapital.substack.com

    3 min
  3. 22. Announcing our new white paper: "101 Venture Capital Core Principles for New LPs Willing to Understand How Venture Capital Really Works."

    12/31/2025

    22. Announcing our new white paper: "101 Venture Capital Core Principles for New LPs Willing to Understand How Venture Capital Really Works."

    Today, we’re thrilled to announce the release of our brand-new white paper, titled “101 Venture Capital Core Principles for New LPs Willing to Understand How Venture Capital Really Works.” This comprehensive guide is designed to demystify the often opaque world of venture capital, offering fresh insights tailored specifically for emerging Limited Partners (LPs) who want to grasp the realities behind the headlines.At Vertices Capital, we’ve poured our expertise into this white paper, that breaks down 101 essential principles that reveal how VC truly operates, from deal sourcing and evaluation to portfolio management and exit strategies. Whether you’re a family office, high-net-worth individual, or institutional investor dipping your toes into VC, these principles provide actionable clarity to navigate commitments with confidence.​Complementing the white paper, we’re launching a dedicated short-form podcast sub-series with the same title: “101 Venture Capital Core Principles for New LPs Willing to Understand How Venture Capital Really Works.” Each bite-sized episode will dive into 2 to 4 core principles, unpacking them. Episodes will roll out gradually.In a landscape filled with hype and complexity, understanding VC’s core principles empowers LPs to make informed decisions, avoid common pitfalls, and align with VC funds in high-trust ecosystems. Download the white paper today from our website and subscribe to catch the first episode dropping soon. Thanks for listening.​ This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit verticescapital.substack.com

    2 min
  4. 21. Should LPs such as family offices, focus on the VC fund's thesis or on the GP managing the fund?

    12/21/2025

    21. Should LPs such as family offices, focus on the VC fund's thesis or on the GP managing the fund?

    Family offices and other LPs should underwrite both the GP and the thesis, but when forced to choose, the repeatable quality of the GP and firm platform matters more than any standalone fund thesis. Venture is structurally hard to time, so the core of the decision should be: “Is this a manager to back across multiple cycles?” rather than “Is this thesis perfect for this vintage?”.​ A fund thesis helps an LP understand where risk is being taken: sector focus, stage, geography, ownership targets, and value‑add model. It provides a framework to judge whether the GP’s strategy fits the family office’s mandate, risk budget, and existing exposure.​ The GP, however, controls sourcing, selection, portfolio construction, follow‑on discipline, and exits, and is ultimately responsible for whether the thesis is executed well or quietly abandoned when the market moves. Empirically, persistent outperformance in private markets is more associated with manager skill and process than with any one “hot” theme, which is why sophisticated LPs focus on GPs who deliver across cycles rather than one lucky vintage.​ When conditions change, a rigid thesis can become a liability, while adaptable GPs update how they apply it (e.g., entry pricing discipline, round positioning, reserve strategy). LPs are effectively buying a long‑dated relationship, so attributes like team stability, decision‑making culture, governance, and alignment (GP commit, carry, recycling) tend to drive long‑run outcomes more than whether a memo was AI‑ or climate‑focused.​ For family offices with limited bandwidth, a trusted GP also functions as an outsourced innovation radar and selection engine, which is often more valuable than trying to independently pick among shifting theses every cycle. This is why many institutional LPs will re‑up with core managers through style drift within defined bounds, but rarely tolerate degradation in team quality, processes, or alignment. Venture is a power‑law asset class at both the company and vintage level: a small subset of companies and a small subset of vintages drive disproportionate returns. Because it is impossible to know ex‑ante which vintage will contain the “power‑law” opportunities, trying to time commitments around macro cycles or public market sentiment is structurally unreliable.​ Analyses from private‑markets researchers show that skipping vintages to “wait for a better entry point” typically leaves portfolios under‑allocated for years and can permanently reduce compounded returns, even when later commitments are increased. VC deployment also lags fundraising and macro signals, so by the time a family office feels comfortable “getting back in,” many of the best deals in that cycle may already be priced and allocated.​ The practical implication is that VC is an asset class that rewards consistent pacing and diversification across vintage years, not tactical market timing. Maintaining a steady commitment plan smooths entry valuations, captures opportunities in both hot and cold markets, and allows distributions from older funds to support new commitments.​ For a given GP, it is unrealistic to expect every fund to be a top performer; even strong managers will have a “bad” vintage due to timing, sector cycles, or idiosyncratic portfolio outcomes. LPs that commit to several consecutive funds from the same high‑conviction GP are effectively averaging across the manager’s opportunity set and increasing the chance of being exposed to their standout vintages as well as their weaker ones.​ For family offices, the practical hierarchy often looks like this: * First, decide whether to have a strategic, long‑term VC allocation at all, given liquidity, governance, and risk appetite.​ * Second, select a small set of GPs whose teams, incentives, and processes are trusted enough to back through multiple vintages.​ * Third, ensure each GP’s thesis is coherent, differentiated, and complementary to the overall portfolio—but not so narrowly interpreted that a thesis tweak becomes a reason to abandon a good manager.​ Framed this way, a family office is not trying to time the VC market but to build durable GP relationships and maintain exposure across cycles, accepting that there will be weaker funds along the way while aiming for strong long‑run, multi‑vintage outcomes.​ This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit verticescapital.substack.com

    6 min
  5. 20. LPAC role in conflict resolution

    12/13/2025

    20. LPAC role in conflict resolution

    LP Advisory Committees (LPACs) serve as essential governance bodies in VC funds, comprising select LPs who provide non-binding input on key decisions like conflicts of interest, extensions, or key-person events. Family offices gain leverage by actively participating, reviewing transactions where GPs face potential self-dealing, such as investing in related entities or GP-led secondaries. This oversight ensures fairness without micromanaging daily operations.​Single and multi-family offices (S/MFOs) benefit most in new and emerging manager funds (Funds I-III), where limited track records heighten risks of misaligned incentives. Requesting LPAC seats via side letters allows S/MFOs to vote on waiver approvals, scrutinizing processes for independent valuations and competitive bidding. Proactive involvement signals sophistication to GPs while protecting capital through collective LP wisdom.​GPs typically grant LPAC seats to anchor LPs committing 5-10%+ of fund size or strategic investors offering long-term partnership potential, prioritizing those with VC expertise over pure capital size. S/MFOs should demonstrate value through prior co-investments, industry networks, or governance experience. S/MFOs should avoid demanding seats in over-anchored funds (>50% closed), as GPs reserve them for influential minority holders to maintain balanced representation.​Overly aggressive LPACs risk alienating GPs, stalling portfolio execution, S/MFOs should emphasize advisory over veto power per standard LPAs. In European funds, jurisdictional nuances like Swiss or Luxembourg rules demand legal review to maintain limited liability status. Success hinges on preparation: review quarterly reports deeply to spot patterns before conflicts arise. S/MFOs who are LPAC members, should build consensus, by collaborating with fellow LPs pre-meeting to align on red flags, amplifying influence in funds with lean governance structures.​ This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit verticescapital.substack.com

    6 min
  6. 19. For Family Offices new to being LPs in VC, they should realize that a strong focus should be on underwriting the GPs (general partners).

    12/03/2025

    19. For Family Offices new to being LPs in VC, they should realize that a strong focus should be on underwriting the GPs (general partners).

    For Family Offices new to being LPs in VC, they should realize that a strong focus should be on underwriting the GPs (general partners). 1 - Family Offices shouldn’t just look at quantifiable data such as fund size, they should scrutinize the GPs’ core driver. The most enduring GPs are motivated by an inherent purpose, ie a will to win rooted in a love for innovation, viewing wealth as a by-product of VC. S/MFOs must be wary of poor stated purposes, such as answers like ‘all my friends say I should start a fund because my dealflow is too cool’. 2 - Diligencing the GPs’ character must be balanced, between verbal inquiry (”tell me”) and observation (”show me”). It is crucial to look beyond the pitch that has been refined after 10s of prospective pitches. 3 - S/MFOs, when considering an LP commitment, should collect many perspectives beyond the GPs’ own narrative. Talking to people the GP interacted with during these times is often very telling about how they reached their decision to start a VC firm and a fund. 4 - Family Offices should analyze the GPs’ personal history and pay special attention to transition periods following major accomplishments, such as a prior exit as a founder. 5 - Observing how they treat people in service environments can reveal how they value themselves in society. It may sound naive but understanding how a GP treats others often suggests what a business partnership will be like, and is, from the S/MFO, a testament that they are thinking “relationship from first principles”. This is not an exhaustive list of course. This list particularly applies to diligencing new/emerging GPs in Venture Capital. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit verticescapital.substack.com

    5 min
  7. 18. In VC, fund size and stage shape the nature of returns and risk exposure.

    11/20/2025

    18. In VC, fund size and stage shape the nature of returns and risk exposure.

    In VC, fund size and stage shape the nature of returns and risk exposure. New and emerging VC managers tend to run smaller funds, write smaller checks, and invest very early when uncertainty (and potential upside) is at its peak. These early-stage, resource-constrained funds usually can’t (may not want to) double down with significant follow-on capital. In traditional market terms, this is often described as ALPHA exposure, returns driven by skill, insight, or access that uncover outliers before the broader market recognizes them. Alpha is typically uncorrelated with general market trends, it results from finding unique opportunities where risk and reward are asymmetric and value creation depends more on the manager’s judgment than on prevailing conditions. More established VC firms, on the other hand, often deploy larger amounts, invest also at later stages, and reserve substantial capital for follow-on rounds. Although still illiquid, their portfolios tend to move more in line with macro cycles, fundraising environments, and public market sentiment, a dynamic closer to BETA exposure. Beta reflects systematic risk, the portion of returns explained by overall market movements rather than by manager-specific advantage. As companies mature and data signals become clearer, later-stage venture performance often correlates more strongly with the broader venture and public markets. Of course, this alpha/beta analogy is not a strict rule. Many seasoned early-stage firms deliberately stay small and continue placing high-conviction bets in areas of deep uncertainty. Nonetheless, for new LPs, especially single and multi-family offices exploring VC investing for the first time, viewing funds through this alpha-versus-beta lens can provide a useful mental model. It helps frame where a fund might sit along the spectrum, and guides how to combine different exposures when starting building a VC exposure. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit verticescapital.substack.com

    5 min
  8. 17. GP-led continuation funds have become one of the most sought-after options in VC for GPs. For family offices new to venture capital, they can be tempting, so here's what to consider.

    11/14/2025

    17. GP-led continuation funds have become one of the most sought-after options in VC for GPs. For family offices new to venture capital, they can be tempting, so here's what to consider.

    GP-led continuation funds have become one of the most sought-after options in VC for GPs. For family offices new to venture capital, they can be tempting, so here’s what to consider. The key challenge lies in seeing through structure to intent. A continuation fund lets a GP move mature ‘trophy’ assets from an older fund into a new one, thus extending ownership and offering liquidity to the older fund’s LPs. It is not an exit, it is a reset that demands trust in both the assets and the GP. Family offices aren’t really equipped, but in case they want to test the waters, they must consider these three tests. 1. S/MFOs should start with why. Quality deals arise because strong assets need more time to realize value, not because the GP wants fees or a manufactured liquidity event. 2. True conviction looks like full carry roll-over and fresh GP capital (usually 3–5% of deal value). If GPs are not reinvesting meaningfully, LPs shouldn’t anchor for them.. 3. Fairness and transparency are non-negotiable. S/MFOs should expect independent valuation, a competitive process, LPAC oversight, and enough business days for review Continuation funds can be great exposure to proven assets, but only when purpose, alignment, and process stand up to scrutiny. For family offices, the right question isn’t ‘what’s the IRR?’, but rather ‘would I underwrite this GP again for another five years?’ When the answer is yes, as the underlying companies are known, diligence must shift from manager selection to asset trajectory. The focus should be on remaining value creation, exit visibility, governance integrity, and realistic horizons. I’d suggest family offices new to being LPs in venture capital, avoid starting out with such vehicles, unless they’re building a special, consistent and dedicated resource to invest in VC. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit verticescapital.substack.com

    5 min

About

Vertices Capital specializes as an "Outsourced Chief Investment Officer" (a.ka. OCIO) 100% dedicated to Venture Capital, partnering with boutique family offices, independent asset managers, and regulated banks. We help them understand the Venture Capital landscape, build bespoke investment strategies, and execute them with precision. verticescapital.substack.com