Empire
August 15, 2025

The Ether Machine Chairman: Real Risk of DATs, Who Wins From Stripe & Circle’s Chains | Roundup

Andrew Keys, Chairman of The Ether Machine, joins the Empire crew to dissect the operational guts of Digital Asset Treasuries (DATs), revealing the hidden liabilities in popular structures and explaining why the long game favors clean, de-novo entities.

The DAT Dilemma: Structure is Strategy

  • "It would suck if you're long an asset like Ethereum and you pick a DAT that blows up and you know you got the thesis right but the structure wrong, and structure oftentimes is equally or more important."
  • "I'm surprised I haven't heard more about the cobwebs or the issues of PubCos… you can reverse take over and you can pick your poison: a dying micro-cap, a dying bitcoin miner… or a SPAC."
  • DATs are emerging as an efficient alternative to ETFs for yield-bearing assets like ETH, which are hampered by rules that limit staking to just 50% capacity at a "floor yield."
  • The shortcut to going public via a reverse takeover of a shell company is a minefield of “contingent liabilities.” These vehicles often inherit old lawsuits, costly leases, and underqualified management, creating a “honeypot for class action litigation.”
  • A cleaner, de-novo SPAC structure, while slower, avoids this baggage. Keys argues this clean slate is critical for securing favorable terms on the convertible debt offerings that are essential for scaling these vehicles, ultimately benefiting long-term shareholders.

Survival of the Fittest

  • "I'm not going farther than number two [on CoinGecko]... 90% of high-quality liquid assets are on Ethereum and then 10% is everybody else. It reminds me of the gravity law dynamics of something like Google."
  • "You've seen these Frankenstein ones which I was not a fan of, where there's 20% Bitcoin, 20% Ether, 20% Solana… allocators wanted pure play to a specific asset."
  • The DAT market is not a free-for-all. Success will likely follow power-law dynamics, consolidating around highly liquid, top-tier assets like Bitcoin and Ethereum.
  • "Frankenstein" multi-asset vehicles and DATs for illiquid, long-tail tokens will likely struggle, as institutional investors demand pure-play exposure and the operational cost of running a public company makes most "not worth the squeeze."
  • An inevitable M&A wave will see stronger players acquire struggling DATs for their assets, especially those trading at a significant discount to their net asset value (NAV).

Stablecoin Showdown: Stripe's Distribution vs. Circle's Defense

  • "Stripe owns the volume, Stripe owns the distribution, Circle doesn't… Owning the customer, owning the bare metal bank, like those are the hard things."
  • Circle's core business model—earning yield on treasury reserves—is under threat from impending interest rate cuts, which could slash gross revenue by over 20%.
  • Their launch of a new chain, Arc, is a defensive pivot to become a payments company, but they are a late entrant with a critical weakness: they don’t own the end-customer relationship.
  • Stripe is positioned to win by leveraging its massive distribution network of millions of merchants. By launching its own L1, Stripe can build an end-to-end payment stack, controlling the entire user experience and capturing more value, making it a formidable competitor.

Key Takeaways:

  • Not all DATs are created equal; investors must scrutinize the corporate structure for hidden risks. The long-term winners will be those with clean balance sheets, a focus on top-tier assets, and a maniacal focus on increasing asset-per-share, not just total AUM.
  • Structure Over Speed: In the DAT gold rush, avoid the shells. Reverse takeovers are fraught with hidden liabilities; cleaner de-novo SPACs are built for long-term institutional trust and better financing.
  • Stick to the Winners: The DAT market will consolidate. Bet on pure-play vehicles for top-tier, liquid assets like ETH, as "Frankenstein" and illiquid-token DATs are destined for M&A or failure.
  • Distribution is Destiny: In the payments war, Stripe’s direct ownership of millions of merchants gives it a crushing advantage over Circle’s middleware approach. Owning the customer is the only moat that matters.

Link: https://www.youtube.com/watch?v=KHGEZf0TnzY

This episode reveals the critical operational risks and strategic decisions behind the new wave of Decentralized Autonomous Treasuries (DATs), offering a masterclass in how to distinguish sustainable vehicles from high-risk shells.

Andrew Keys: From Ethereum OG to DAT Architect

  • Early Days: Keys attended the first-ever Ethereum meetup in 2014, driven by the potential of smart contracts to create complex financial logic beyond Bitcoin's simple "send" function.
  • Consensus and Enterprise Ethereum: He joined Joe Lubin to build out Consensus, where he helped create the Enterprise Ethereum Alliance. This initiative established crucial standards like the ERC-20, which Keys likens to the standardized APIs that fueled the growth of Java, helping Ethereum scale.
  • Institutional Staking: After Consensus, Keys founded Dharma Capital, a CFTC-registered firm managing billions in institutional Ether and operating one of the largest bare-metal staking operations since the inception of Proof-of-Stake.

The Core Thesis: Why ETH ETFs Are Structurally Flawed

  • Staking Limitations: Due to technical nuances in Ethereum's withdrawal queue, which can extend from two weeks to months during high-volume events, ETFs cannot meet their 24-hour redemption mandates if fully staked.
  • Inefficient Yield: As a result, ETFs in markets like Canada and Europe only stake about 50% of their assets and are limited to "vanilla staking," which generates a base yield (around 3%). This effectively cuts the potential yield on the total AUM in half.
  • The Three Yield Buckets: Keys identifies three primary sources of yield that an active vehicle can pursue:
    • Staking: The foundational base yield from securing the network.
    • Restaking: Using staked ETH to secure other protocols, like those in the EigenLayer ecosystem, to earn additional yield. Keys notes that even with 85% of new protocols failing, focusing on the top 15% can add significant returns.
    • DeFi: Engaging in sophisticated, lower-risk strategies on established platforms like Aave, focusing on yield arbitrage rather than direct price speculation.

The Structural Choice: Avoiding the "Dying Shell" Trap

  • Reverse Takeover Risks: Many DATs are formed by taking over publicly traded shell companies (e.g., "a dying bitcoin miner, a dying whatever"). Keys warns this approach comes with serious baggage:
    • Contingent Liabilities: The new entity inherits all past liabilities and statutes of limitation issues. A previously worthless company with a billion-dollar treasury becomes a "honeypot for class action litigation."
    • Operational Drag: The acquirer is often forced to retain existing management and pay for pre-existing, irrelevant costs, like a multi-year data center lease for a failed mining operation.
  • The SPAC Advantage: Keys opted for a SPAC (Special Purpose Acquisition Company) to create a De Novo LLC—a brand-new entity with no prior operating history or liabilities.
    • Clean Paper: This structure provides a clean slate, which is crucial for underwriting and securing favorable terms on convertible debt and preferred shares—the primary mechanisms for scaling these vehicles, as demonstrated by MicroStrategy.
    • The Trade-Off: The downside is a 60-90 day "de-SPAC purgatory" where the vehicle cannot yet trade publicly or issue equity at-the-money (ATM). Keys argues this short-term delay is a worthwhile trade-off for long-term structural integrity and scalability.

Navigating the DAT Gold Rush: Real Risks and Red Flags

  • Illiquid Token Valuation: A major red flag is DATs holding locked, pre-launch tokens from illiquid projects and marking them at a 1-to-1 value instead of applying a steep discount for their lack of liquidity.
  • ATM Dilution: The aggressive use of at-the-money (ATM) equity offerings can dilute existing shareholders. Keys emphasizes that the key metric for success is not the total assets held but the "ether concentration per share."
  • Hidden Liabilities: As the pool of clean shell companies shrinks, new DATs are acquiring entities with known issues, even setting aside capital to settle expected lawsuits. Andrew states, "I think that there's a bunch of liability in these shell companies and it's not just... having to pay five bucks to the existing CEO of the dying biotech that doesn't know how to spell Ethereum."

The Future Landscape: Consolidation and M&A

  • Accretive M&A: Successful DATs may acquire assets that generate ETH-denominated yield, such as staking companies, custodians, or even L2s, to enhance returns.
  • Asset Sales from Failed DATs: Underperforming or poorly structured DATs, especially those with a "Frankenstein" mix of multiple assets, will likely be forced into asset sales at depressed valuations. Keys believes pure-play vehicles focused on a single, high-quality liquid asset will have a significant advantage.
  • The Long Tail Problem: Keys expresses skepticism about the viability of DATs for assets beyond the top two (Bitcoin and Ethereum), citing a lack of institutional liquidity and a clear narrative. He believes for most assets further down the list, "the juice is not going to be worth the squeeze."

Stripe and Circle: The Battle for On-Chain Payments

  • Circle's Defensive Move: Rob and Andrew analyze Circle's launch of its L1, Arc, as a defensive reaction to a challenged business model. Circle's revenue is highly dependent on yields from its treasury reserves, which are threatened by falling interest rates and unfavorable revenue-sharing deals with distributors like Coinbase.
  • Stripe's Dominant Position: Stripe is in a far stronger position because it owns the end-user relationship with millions of merchants. By launching its own L1 (reportedly in collaboration with Paradigm), Stripe can create a full-stack, end-to-end payments product, controlling the entire value chain and disintermediating other players.
  • The Power of Distribution: The key takeaway is that in the payments business, owning distribution and the end customer is paramount. Stripe has it; Circle does not.

Conclusion

This episode underscores that not all DATs are created equal; their underlying corporate structure and operational discipline are paramount. Investors and researchers must look beyond asset holdings to scrutinize for hidden liabilities, shareholder dilution, and a clear strategy for sustainable value creation to navigate this new market successfully.

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