Bruce Fenton (Chainstone Labs) on the paradox of governance tokens (EP.139)
On The Brink with Castle Island
Release Date: 10/19/2020
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
info_outline
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...
info_outline
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
info_outline
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
info_outline
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,...
info_outline
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
info_outline
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...
info_outline
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...
info_outline
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
info_outline
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_outlineBruce Fenton, founder of the Satoshi Roundtable and Chainstone Labs, joins the show to talk security tokens and tokens-which-are-securities. In this episode:
- About Bruce's company Chainstone labs
- How the Bitcoin Roundtable is intertwined with Bitcoin history and the blocksize debate
- Coinbase's ongoing rapprochement with Bitcoiners
- Why longevity is so difficult in the crypto industry
- Are we living in the most historically aggressive period in terms of regulatory oversight into the industry?
- What Bruce makes of Heath Tarbert's comments on Ethereum
- Continuing uncertainty about the status of Ripple's XRP – and what possible outcomes look like
- The prospects for token S1s and a genuine standard of disclosure for new issuances
- Why trying to avoid securities laws causes token issuers to create subpar instruments
- How much control do governance tokens really give tokenholders?
- Why Bitcoin isn't sufficient to resist the state alone – and what tools are part of that toolkit
- Why the US should consider disrupting itself with regards to managing the world's financial system
- Why some people like security tokens for the wrong reasons
- The logistical advantages of tokenizing a security
- How security tokens could open up mid-size businesses which don't have access to capital markets