Muneeb Ali (Blockstack) on Bitcoin-based Smart Contracts (EP.156)
On The Brink with Castle Island
Release Date: 12/09/2020
Justin and Hannah (Asymmetry Finance) on Stablecoins, Yield, & Risk in DeFi (EP.619)
On The Brink with Castle Island
Wyatt sits down with and of In this episode, we cover: The evolution of yield in DeFi Primitives users want Crypto risk assessment Learn more about
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Weekly Roundup 05/02/25 (OP_RETURN wars, Mastercard and Visa push stables, quantum revisited) (EP.618)
On The Brink with Castle Island
Matt and Nic are back with another week of news and deals. In this episode: Will stablecoins disrupt credit cards? The US Treasury Advisory Committee drops a report on stablecoins Mastercard and Visa launch stablecoin integrations Movement labs has more scandals Are quantum timelines accelerating? The real risk of quantum to Bitcoin Could a quantum break fix Bitcoin’s security budget? Are any Bitcoin purists left? Circle turns down Ripple’s acquisition offer Machinsky is facing a 20-year sentence Arizona passes an SBR bill Cambridge releases a new report on bitcoin mining...
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Kedian Sun (Level Money) on Stablecoin Expansion in DeFi (EP.617)
On The Brink with Castle Island
Wyatt sits down with , the founder of In this episode: Stablecoin usage in DeFi today Fiat-backed stablecoins vs other "stable" assets Ethereum vs other blockchains for stablecoins
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Weekly Roundup 04/25/25 (Decoupling, Fed Rescinds guidance, 21 Capital) (EP.616)
On The Brink with Castle Island
Matt and Nic are back for another week of news and deals. In this episode: Is Bitcoin decoupling? The Fed rescinds anti-crypto letters from 2022 and 2023 Upexi raises $100m PIPE to invest in Solana Cantor, Tether, Softbank and Bitfinex inject $3.6b into 21 Capital, a Bitcoin acquisition vehicle Bitcoin ETFs versus bitcoin acquisition companies Trump is hosting a dinner for $TRUMP holders Charles Schwab wants to launch crypto trading Citi thinks stablecoins could reach $3.7T in supply by 2030
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Weekly Roundup 04/18/25 (Signature Postmortem, Mantra collapse, Powell on stablecoins) (EP.615)
On The Brink with Castle Island
Matt and Nic are back with another week of news and deals. In this episode: We recap Nic’s article on why Signature collapsed Crypto exchange OKX their plans to expand to the US Kraken that US equities are now supported on the exchange MANTRA, a layer 1 network focused on RWAs, saw the price of its native token 90% in a matter of hours Global Payments agreed to Worldpay, a payments processor, for $24 billion from FIS and private equity firm GTCR The US Department of Homeland Security has launched a into Anchorage,...
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Fred Hsu and Michael Ho (D3) on Creating Efficient Domain Name Markets (EP.614)
On The Brink with Castle Island
Wyatt sits down with Fred Hsu and Michael Ho of to talk domain markets. In this episode: The existing domain name industry and legacy systems An interoperable marketplace for domains New financial promitives around domains and RWAs
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Yuval Rooz and Eric Saraniecki (Digital Asset) on the Canton Network (EP.613)
On The Brink with Castle Island
Yuval Rooz and Eric Saraniecki, co-founders of Digital Asset join the show. In this episode we discuss: The origins of Digital Asset and the path to starting the firm. Views on privacy in the context of public blockchains. How enterprises and financial institutions are approaching tokenizing assets and leveraging blockchain technology. Examples of how on-chain privacy enables use cases in collateral management and stablecoin payments. The role of the Canton Network public blockchain for enabling institutional use cases. How Canton Network works from a design perspective. To learn...
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Weekly Roundup 04/11/25 (Tether’s new stablecoin, Signature, dedollarization, DoJ disbands crypto team) (EP.612)
On The Brink with Castle Island
Matt and Nic are back with another week of news and deals. In this episode: Is dedollarization happening? The SEC's Division of Corporate Finance released a "" The US Justice Department has its National Cryptocurrency Enforcement team The SEC releases new guidance on securities offerings in crypto markets FDIC Chair relaxes rules on crypto activities at banks Paul Atkins is confirmed The SEC has approved options trading for spot ETH ETFs Tether is exploring a US stablecoin Janover is doing a Microstrategy for SOL strategy Michelle Bowman is launching a review...
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Wyatt Lonergan and Juan Lopez (Vaneck Ventures) on Stablecoin Adoption and The Institutionalization of Crypto (EP.611)
On The Brink with Castle Island
and of join the show to talk stablecoins and institutionalization. In this episode, we cover: The landscape of stablecoin growth and activity A world with many stablecoins vs few stablecoins Winning/losing companies in the new stablecoin era Impact on the longer tail of altcoins
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Hoolie Tejwani (Coinbase) on The Evolution of Coinbase Ventures (EP.610)
On The Brink with Castle Island
, the head of Coinbase Ventures joins the show. In this episode we discuss: The history and rationale behind the launch of Coinbase Ventures. The evolution of the crypto venture category. Areas of focus for Coinbase Ventures. Stablecoins, Crypto/AI and consumer startup category. The regulatory landscape in the United States. Operation Chokepoint 2.0 and the impact on startups. The rise of the Coinbase Mafia. To learn more visit
info_outlineMuneeb Ali, cofounder of Blockstack, joins the show to talk about the launch of Stacks 2.0 and its evolution from a securities offering to a freely tradable instrument in the U.S.
- New developments with Stacks and a novel legal opinion
- What constitutes sufficient decentralization and how Blockstack took cues from regulators
- Why Blockstack felt empowered to list their token on public US exchanges
- The current state of Blockstack governance
- Reflections on Ethereum's purported transmutation
- How Blockstack did the first reg A+ securities offering for a cryptoasset
- Why securities registration is worthwhile for token issuance
- Whether the SEC disclosure framework is suitable for the issuance of a token
- Alternative disclosure and securities offering frameworks for registered token issuance
- Whether Blockstack was willing to treat Stacks as a security in perpetuity
- Why security tokens haven't taken off in the US so far
- The evolution from Stacks 1.0 to Stacks 2.0, and the differences between the two
- Why Blockstack chose to build on Bitcoin, and how they managed to do so in an efficient manner
- Why Blockstack chose not to build a distinct chain in its own right
- Why Bitcoin's inflexibility as a base layer makes it a suitable underlying protocol
- How Muneeb thinks about Stacks value accrual
- Blockstack's transaction-based consensus mechanism relying on Bitcoin
- Why Blockstack chose not to use OP_RETURN
- The relationship between Blockstack usage and BTC value accrual
- Muneeb's response to the criticism of their regulated token issuance model
Key readings:
- Wilson Sonsini's Summary of Memorandum Regarding the Status of the Stacks Tokens Upon Adoption of Stacks Blockchain 2.0
Sponsor notes:
Withum is a forward-thinking, technology-driven advisory and accounting firm committed to helping our clients be more profitable, efficient and productive in today’s complex business environment. Our Digital Currency group is proud to partner with members of the cryptocurrency community. Get to know us at withum.com/crypto.