Bg2 Pod
October 14, 2025

AI Bubble, Stablecoin Boom, and Runnin' Down a Dream | BG2 w/ Bill Gurley and Brad Gerstner

In a special episode marking Bill Gurley’s departure from the podcast, veteran VCs Bill Gurley and Brad Gerstner dissect the frenetic AI buildout, the surprising resurgence of stablecoins, and the philosophy behind chasing a career you truly love.

The AI Money Bubble

  • "I just described those things to ChatGPT and asked it for its analysis... and the AI itself would find its way toward company names like Enron and Worldcom... merely by describing the type of transaction."
  • "What is the percentage probability that you think we'll have a glut... until we fully convert all general purpose computing to accelerated computing and AI... I think the chances are extremely low."
  • While the long-term demand for AI compute seems boundless, the financing behind it is raising red flags. Bill Gurley warns that certain "non-normal" transactions—like in-kind credits for cloud usage and off-balance-sheet financing—resemble the circular revenue schemes of the dot-com bust.
  • OpenAI's massive capex commitments (estimated at $150 billion by 2030) and partnerships are a strategic push for "escape velocity," aiming to lock up compute, supply chains, and top talent to create an insurmountable lead.
  • Despite these concerns, the market isn’t in a classic bubble yet. Multiples remain reasonable, and as Howard Marks notes, "You can't be on bubble watch if the multiples aren't high enough."

Stablecoins: The Crypto Comeback

  • "I'm applauding the innovation. I'm jumping on board the crypto train, and I hope the incumbents aren't able to strangle this thing in Washington."
  • Stablecoins are quietly building a parallel financial system. With over $300 billion in supply and $18 trillion in settled volume, they offer a stark contrast to the legacy system’s three-day settlements and high fees.
  • The innovation is breaking through regulatory capture that has historically protected incumbents like Visa and Mastercard. Coinbase’s 4% yield on stablecoin balances is a direct challenge, turning a transactional asset into a high-yield savings vehicle.
  • Bill Gurley, a long-time crypto skeptic, now views stablecoins as a major disruptive force, arguing the U.S. should be envious of systems like Brazil's "Pix" instead of criticizing them.

Regulation, Regret, and Taking the Leap

  • "Over time we are much more likely to regret the chances we didn't take than the chances we did."
  • A chaotic patchwork of state-level AI laws poses a greater threat to U.S. innovation than foreign competition. Laws like California’s, which allows consumers to sue for "emotional harm" from a chatbot, create impossible compliance burdens, especially for startups. The consensus is clear: a single, federal preemption framework is urgently needed.
  • Bill Gurley’s forthcoming book, Runnin' Down a Dream, is a call to action against career inertia. Citing that 6 in 10 people would redo their careers, he advocates for Jeff Bezos’s "regret minimization framework"—prioritizing bold chances over comfortable stagnation.

Key Takeaways:

  • The AI buildout carries real financial risk, but the underlying demand appears strong enough to absorb the massive capital influx for now. Meanwhile, stablecoins are emerging as a powerful disruptive force against the inefficient legacy financial system, and the biggest risk to U.S. tech dominance is self-inflicted regulatory fragmentation.
  • 1. Scrutinize the AI Plumbing. Investors must look past headline revenue and analyze the quality of transactions. Deals like in-kind credits and obscure service-level agreements (like Nvidia’s backstop for Coreweave) can mask true market demand.
  • 2. Stablecoins Are the Real Disruption. The explosion in stablecoin usage represents a fundamental challenge to the high-fee, slow-settlement models of Visa, Mastercard, and traditional banks. This is the crypto use case that is finally breaking into the mainstream.
  • 3. Federal Preemption for AI is Non-Negotiable. A patchwork of state-level AI laws will cripple U.S. innovation. A single, national regulatory framework is the only path to maintaining global leadership.

Link: https://www.youtube.com/watch?v=KX6q6lvoYtM

This episode dissects the AI money bubble and the rise of a stablecoin-driven financial system, as venture capitalists Bill Gurley and Brad Gerstner debate the sustainability of the current AI investment frenzy.

A New Chapter for the Podcast

Brad Gerstner and Bill Gurley mark the podcast's two-year anniversary by announcing a change in format. Gurley reveals he is stepping back from his co-hosting role to focus on new projects, including his upcoming book, Running Down a Dream, and deeper work on major policy issues like US-China relations, regulatory capture, and healthcare.

Gerstner confirms the podcast will continue with its mission of analyzing markets, investing, and capitalism through the lens of an investment analyst. Gurley reflects on his decision, citing a desire to move beyond his comfort zone and have a greater impact.

Gurley on his departure: "Life begins where your comfort zone ends... I'm feeling a calling to go work on or at least attempt to work on some of these bigger issues."

The AI Money Bubble: Analyzing Circular Revenues

The conversation pivots to the massive capital expenditures in the AI sector, with Gerstner questioning Gurley about his concerns regarding the financing and absolute level of spending. Gurley highlights the historical red flags associated with "circular revenues"—a practice where an investment from one company is used by the recipient to purchase goods or services from the investor, potentially inflating revenue figures.

  • Gurley notes that he used ChatGPT to analyze the types of non-standard transactions occurring in AI, and the AI itself flagged parallels to historical financial scandals like Enron and WorldCom.
  • Gerstner proposes a spectrum for these transactions:
    • Sham Transactions: At one end, a purely circular flow of money with no underlying product demand.
    • Legitimate Business: At the other end, a company with high demand for its product buys from a supplier in which it also has an investment relationship.
    • The Gray Area: In the middle are deals where the purchase might not have occurred without the accompanying investment, calling the quality of that revenue into question.

Deconstructing AI Deals and Market Dynamics

Gurley traces the origin of these questionable practices back to the initial Microsoft-OpenAI deal, where in-kind cloud credits were treated as an investment and then recognized as revenue for Microsoft without any cash changing hands. He argues this competitive dynamic has forced other hyperscalers like Amazon and Google to follow suit.

  • Off-Balance Sheet Financing: Gurley points to a deal where Meta agreed to cover the debt risk for a facility it doesn't own as a form of off-balance sheet financing.
  • The Nvidia-CoreWeave Deal: A particularly unusual arrangement was disclosed where Nvidia promised to buy any of CoreWeave's unused service availability. Gurley argues this deal obscures the true market demand for CoreWeave's services, making it difficult for investors to assess the health of the market.
  • Gerstner offers a counter-perspective on Nvidia's investments, noting the company has immense free cash flow ($450 billion) and is making strategic, non-obligatory investments in high-demand companies like OpenAI, which could have raised capital elsewhere. He suggests the real red flags would appear with less established chipmakers investing in single-customer startups.

The Scale of AI Capex and Glut Concerns

The discussion turns to whether the industry is overbuilding compute capacity. Gerstner references a chart projecting a $3 trillion AI infrastructure buildout over the next five years, equivalent to about 60 gigawatts of data center power.

  • Nvidia's consensus revenue forecast projects growth from $200 billion this year to $350 billion over the next five years.
  • Gerstner cites Jensen Huang, who stated there is "zero chance" of a compute glut in the next 2-3 years because the initial buildout is primarily for the hyperscalers' core businesses, even before fully accounting for new generative AI workloads.
  • Gurley references Howard Marks, who noted that current market multiples are too low for a classic bubble. However, Gurley remains concerned about the unprecedented scale of capex, with the "Magnificent Seven" shifting from being massive cash producers to reinvesting the majority of their free cash flow into infrastructure.

The AI Regulation Minefield

Both speakers express alarm over the emerging patchwork of state-level AI regulations, which they argue could stifle innovation and harm U.S. competitiveness.

  • Colorado AI Act: This law introduces "algorithmic discrimination," creating liability for frontier model developers if their AI provides information used to discriminate against 12 protected classes, including "limited proficiency in English language."
  • California SB243: This law mandates safety protocols for AI chatbot companions and grants consumers a "private right of action"—the ability to sue companies directly for any emotional harm caused by a chatbot.
  • The Need for Federal Preemption: Gurley and Gerstner argue that AI is an interstate technology that requires a unified national regulatory framework. They warn that a 50-state approach will create a compliance nightmare, especially for startups, and slow down U.S. players in the global race against competitors like China.

Gurley on the risk of over-regulation: "You said recently that China is so competitive with the United States because it's run by engineers and America is run by lawyers and that's the greatest risk we have."

The Unexpected Stablecoin Boom

Gurley shifts the focus to a parallel trend: the digitization of finance through stablecoins. A stablecoin is a type of cryptocurrency whose value is pegged to another asset, typically a major fiat currency like the U.S. dollar, to maintain a stable price. He notes a dramatic 180-degree policy shift from the Biden administration, which has fueled a massive expansion.

  • Key Statistics:
    • Total stablecoin supply now exceeds $300 billion.
    • Total settled volume has surpassed $18 trillion.
    • Circle and Tether are issuing $15 billion in stablecoins per month, becoming among the largest buyers of U.S. Treasuries.
  • Gerstner highlights that Stripe has gone all-in on stablecoins, launching new issuance tools and expanding into AI commerce with OpenAI.

Stablecoins vs. Incumbent Financial Rails

Gurley, who has historically been a crypto skeptic, admits the policy shift has made him bullish. He contrasts the efficiency of stablecoins with the antiquated U.S. financial system, which relies on slow ACH settlements and expensive wire transfers.

  • Brazil's Pix System: Gurley praises Brazil's instant digital payment system, Pix, as a model the U.S. should emulate. He criticizes the Trump administration for attacking Pix, suggesting it was a result of regulatory capture by incumbent financial firms like Visa and Mastercard.
  • Disruptive Potential: Coinbase now allows users to earn 4% on stablecoin balances and transact instantly for pennies, functions that are difficult or expensive with traditional banks.
  • Remaining Hurdles: Gerstner points out that stablecoin networks like Solana and Ethereum still have far lower transaction throughput (under 4,000 transactions per second) compared to Visa and Mastercard (around 50,000 TPS).
  • Strategic Implication: The speakers agree that hyperscalers like Amazon and Meta, who previously attempted projects like Libra, are well-positioned to re-enter the stablecoin market due to their vast merchant and user networks, potentially solving the universal acceptance problem.

Bill Gurley's Next Chapter: "Running Down a Dream"

Gurley discusses his forthcoming book, Running Down a Dream: How to Thrive in a Career You Actually Love. The book aims to help people escape unfulfilling career paths and pursue work they are passionate about.

  • The Problem: Gurley cites a Gallup poll showing only 23% of people feel engaged at work. He also references a survey he conducted where 70% of respondents said they would do things differently if they could restart their careers.
  • Regret Minimization Framework: He highlights Jeff Bezos's framework for making major life decisions, which involves imagining oneself at age 80 and asking which path would lead to less regret.
  • The book is structured with alternating chapters on "profiles" (stories of success) and "principles" (actionable tools), designed to provide both inspiration and a practical guide for readers at any stage of their career.

Conclusion

This discussion reveals a critical tension for investors: the AI sector's historic capital deployment is being fueled by creative financing that warrants scrutiny, while a regulatory thaw in crypto is simultaneously unlocking a powerful new financial infrastructure. Investors and researchers must monitor AI revenue quality to avoid a potential bubble while tracking the stablecoin ecosystem's resurgence as a disruptive force with significant government tailwinds.

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