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Why Investors Are Rethinking Everything for the AI Era

a16z’s Jen Kha and David George sit down with Accolade Partners’ Aram Verdiyan to discuss how AI is changing the power law of technology investing, why the largest companies can compound advantages in ways that weren’t possible before, and what that means for how investors construct portfolios. They explore why AI may be much bigger than traditional software, with applications reaching into labor, healthcare, transportation, services, and other major parts of the economy. David explains why capital itself can now reinforce an AI company’s advantage by buying more compute, while Aram makes the case that AI should increasingly be treated as a core allocation rather than a satellite position. The conversation also gets into the changing economics of venture and growth investing, how to distinguish real AI traction from early hype, what AI means for legacy software and private equity, and why some of the largest opportunities may still be ahead in robotics, autonomy, healthcare, energy, and physical infrastructure. Timestamps: 00:00 - Intro 00:44 - Why Power Law Is No Longer Just a Venture Thing 01:34 - Every Venture-Backed IPO Combined: Where Does It Go From Here? 03:43 - Rethinking Portfolio Construction from a Blank Sheet 08:27 - Why This Era of AI Is Categorically Winner-Take-All 10:40 - Why Consistency Matters More Than Ever in Venture 20:32 - How Venture Has Structurally Changed Since the 2000s 25:49 - Are We Catching a Falling Knife? LP Sentiment Today 33:39 - The Legacy SaaS Problem: What to Do with the Old Book 39:30 - Why "AI Private Equity" Isn't a Panacea 47:17 - The Real Bottleneck: Data Centers, Chips & the Machine Age Resources: Follow Aram Verdiyan on X: https://x.com/aramverdi Follow Jen Kha on X: https://x.com/jkhamehl Follow David George on X: https://x.com/DavidGeorge83 Stay Updated: If you enjoyed this episode, be sure to like, subscribe, and share with your friends! Find a16z on X: https://twitter.com/a16z Find a16z on LinkedIn: https://www.linkedin.com/company/a16z Listen to the a16z Show on Spotify: https://open.spotify.com/show/5bC65RDvs3oxnLyqqvkUYX Listen to the a16z Show on Apple Podcasts: https://podcasts.apple.com/us/podcast/a16z-podcast/id842818711 Follow our host: https://x.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see http://a16z.com/disclosures.

Aram VerdiyanguestDavid GeorgeguestJen Khahost
Sep 10, 202648mWatch on YouTube ↗

CHAPTERS

  1. 0:00 – 1:34

    Power law goes systemic: AI makes capital compound advantage

    The conversation opens with the claim that power-law outcomes are becoming more extreme—and no longer confined to venture as a niche phenomenon. AI changes the mechanics: capital can now be converted directly into compute, which can rapidly improve products and reinforce competitive moats.

    • Power law in tech investing is more extreme than in the last 10–20 years
    • In AI labs, money buys compute, and compute can directly improve capability/product
    • Traditional risk of “too much capital” (coordination/hiring overhead) is reduced in AI contexts
    • Scale advantages and compounding effects are stronger in frontier AI businesses
  2. 1:34 – 4:02

    Venture-backed IPOs, bigger outcomes, and the expanding ceiling of value creation

    Jen frames the question of where venture-backed IPO value goes next, as outcomes move from $10B to $40B+ and potentially $100B. The group argues that each tech wave creates more total market cap than the previous one, pushing more value into fewer, larger companies—often while they stay private longer.

    • Top-decile outcomes have expanded dramatically (e.g., $10B to $40B+)
    • Startups staying private longer appears structural, not cyclical
    • Prior cycle created enormous market cap; next wave expected to be larger
    • Frontier model companies concentrate trillions of potential enterprise value
  3. 4:02 – 7:40

    From software TAM to labor TAM: why AI’s market size is hard to model

    Aram and David explain why AI isn’t just “the next software wave.” Because AI targets tasks and labor costs—not just IT budgets—its addressable market can be an order of magnitude larger, making historical TAM frameworks misleading.

    • AI reached ~$100B revenue far faster than SaaS (4 years vs ~15)
    • AI attacks broad GDP categories simultaneously (transport, labor, services, coordination)
    • TAM shifts from software spend to economic value of tasks/labor
    • Labor spend dwarfs software spend, implying far larger upside even if work is reinvented
  4. 7:40 – 11:08

    Stack debates vs reality: ‘everything might work’ and category power laws

    They address the common “which layer wins?” debate (labs vs apps vs open source). While they believe in power-law outcomes within categories, they argue the overall market expands so rapidly that multiple layers can succeed simultaneously—though many individual companies will fail.

    • Zero-sum framing (labs vs apps vs open source) may be too limiting
    • Power law is strongest within each category: the leader captures most value
    • AI expands the number of categories, creating more ‘shots on goal’
    • Venture tolerance for losses enables broad category experimentation
  5. 11:08 – 12:51

    Why consistency is now the core venture edge (and how rare it is)

    Aram presents allocator data showing how few firms deliver consistent top-tier venture returns. The implication is that access to category-defining companies across vintages—and proper ownership/sizing—is what drives persistent outperformance, especially as dispersion increases.

    • From ~3,000 US VC firms, only ~20 achieved consistent 3x net performance over two decades
    • Consistency correlates with repeated access to category-defining companies
    • Logo access isn’t enough: ownership (early) and sizing (late) determine fund impact
    • Average venture returns (1–2x net) often don’t justify illiquidity vs other asset classes
  6. 12:51 – 20:32

    Death of the middle: founder preference, platform firms, and seed complementarity

    They define the “middle” in venture and why it struggles: founders prefer partners who de-risk outcomes via brand, resources, and lifecycle capital. Highly specialized early funds can coexist by entering earlier, while scaled platforms win hot deals through a services-and-reputation flywheel.

    • Founders select investors who reduce risk via resources, brand, and lifecycle support
    • Large platform firms invest fees into operating capability to win and improve outcomes
    • Specialized/pre-seed funds can win earlier when uncertainty is highest
    • A firm’s reputation and references create a flywheel for repeat access
  7. 20:32 – 22:53

    Venture has structurally changed: four ‘modes’ and AI making diligence harder

    Aram breaks venture into four segments (pre-seed/seed, messy middle, big firms, dedicated late stage) and argues AI accelerates pace and confusion. Rapid early “traction” can be misleading without renewal cycles, forcing investors to evaluate deeper market demand signals rather than surface ARR metrics.

    • Four venture approaches: pre-seed/seed, messy middle, big firms, dedicated late stage
    • AI drives faster, larger rounds and noisier early traction signals
    • Early ARR can be inflated or non-representative (cohort selling, redefining ARR)
    • Market-demand validation requires customer texture, not just cohort spreadsheets
  8. 22:53 – 25:34

    How to underwrite in the AI era: founder judgment, customer pull, and post-model step changes

    David explains why financial analysis alone can’t resolve early AI ambiguity. They focus on whether customers truly demand the product, with examples of step-function improvements when model capability changes (e.g., reasoning models improving real usage), turning skepticism into enterprise pull.

    • Founder judgment and close founder relationships matter more when data is immature
    • Key question: ‘Is the market demanding more of your product?’
    • Customer interviews and usage patterns can reveal true pull before renewals exist
    • Model breakthroughs can transform product utility and adoption dynamics quickly
  9. 25:34 – 33:39

    LPs fear ‘catching a falling knife’: incentive misalignment and portfolio sizing

    Jen and Aram discuss why LP behavior often lags technological shifts: LPs are penalized for visible mistakes more than for missed upside. They argue LP success hinges on access, selection, and especially sizing—because small allocations to big winners don’t move the needle.

    • Common LP concern: timing/overheating—‘are we catching a falling knife?’
    • LP incentives favor avoiding errors of commission over avoiding missed winners
    • LP job: access + selection + sizing/portfolio construction
    • Over-diversifying across many VC funds often results in average returns
  10. 33:39 – 38:35

    The legacy SaaS overhang: what happens to pre-ChatGPT vintages

    They confront the difficult question of older software assets bought or valued under pre-AI assumptions. Some may adapt, but many face valuation compression and fewer exit paths if they can’t show AI resilience via renewed growth acceleration.

    • Legacy SaaS companies may be stuck: high private marks, limited IPO appetite, fewer PE buyers
    • AI resilience increasingly judged by growth acceleration, not just profitability
    • Diffusion beyond coding is still early—creating uncertainty about pace of disruption
    • Portfolio exposure matters: top funds may have limited NAV in legacy, more in AI-accelerating assets
  11. 38:35 – 40:57

    Why ‘AI private equity’ isn’t a shortcut—and private credit risk is rising

    They argue you can’t simply “add AI” to a legacy company and expect transformation, especially under leverage. Private credit and LBO-era software deals face pressure as public comps reset and AI threatens terminal values, raising leverage ratios and refinancing risk.

    • ‘Put AI on it’ fails without workflow redesign and aligned leadership/board
    • Leverage amplifies operational mistakes (e.g., churn spirals from poor AI CS deployments)
    • LBO software deals from 2021–22 at high EBITDA multiples are stressed after valuation resets
    • Private credit is exposed as SaaS valuations compress and AI disrupts durability
  12. 40:57 – 44:01

    Liquidity and exits: long holding periods, but fast liquidity in true outliers

    They explore the main rational critique of venture: time to liquidity and slow distribution even after IPOs. The counter is that category winners can deliver outsized returns and sometimes faster liquidity (M&A or early IPOs), and many LP types prefer compounding over early exits.

    • Key pushback: extended time-to-liquidity; IPOs aren’t immediate distributions
    • Counterpoint: for true category winners, compounding is valuable and worth waiting for
    • Some AI-era outcomes may reach liquidity faster via M&A or earlier IPO cycles
    • LP preferences vary: endowments/family offices may prefer compounding; others need distributions
  13. 44:01 – 48:18

    Looking ahead: the path to $100T companies and the real bottleneck—power, chips, and data centers

    The closing discussion imagines what could create the next $10T–$100T market cap outcomes: consumer-native AI, robotics, autonomy, healthcare, and physical-world reinvention. Aram emphasizes the limiting factor is supply-side infrastructure—energy, grid speed-to-power, data centers, and chips—creating massive investment opportunity and risk.

    • Future value creation likely in consumer-native AI (beyond chatbots), robotics, autonomy, healthcare, and physical-world industries
    • AI adoption is still early relative to global knowledge-worker base and enterprise spend
    • Primary bottleneck is supply: energy, transmission/permissioning, data centers, chips/memory
    • Infrastructure constraints create large new venture-scale opportunities and strategic urgency

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