On The Brink with Castle Island cover image

On The Brink with Castle Island

Latest episodes

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9 snips
Jan 31, 2025 • 35min

Weekly Roundup 01/31/25 (Senate Debanking Hearing, Powell's pivot, Tokenized Securities) (EP.592)

Dive into the evolving world of cryptocurrency as the Senate gears up for a hearing on debanking and regulators reconsider banks' roles in crypto custody. Explore Jay Powell's shifting stance on digital assets and the implications of tokenization on traditional finance. Discover the latest fundraising successes in crypto startups and the complexities surrounding decentralized science funding. Plus, marvel at the intersection of politics and crypto as discussions heat up around pardons for high-profile figures in the industry.
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8 snips
Jan 24, 2025 • 40min

Weekly Roundup 01/24/25 (Trump EO, the Stockpile, Ross Free, SAB121 Gone!) (EP.591)

This week in crypto brings a wave of major news! Ross Ulbricht receives a full pardon, raising questions about his life sentence. Trump dives into the crypto space with a new memecoin and an intriguing executive order. The discussion delves into recent regulatory shifts and the formation of a Senate committee on digital assets. Plus, highlights on notable crypto deals, emerging technologies, and the controversial legacy of the Silk Road. The conversation wraps up with reflections on Chicago's cold weather and some light sports banter.
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Jan 17, 2025 • 29min

Weekly Roundup 01/17/25 (Lummis FDIC letter, the Tether tower, American made coins) (EP.590)

In the latest discussion, the FDIC faces scrutiny as Lummis advocates for evidence preservation. Coinbase celebrates a legal win against the SEC and unveils innovative products. Tether shifts its headquarters to El Salvador, hinting at a new crypto hub. The conversation delves into stablecoins' evolution and their rising significance, alongside speculations about Bitcoin's global influence and recent acquisitions by banks. Also, there's playful banter over sports and player predictions.
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7 snips
Jan 10, 2025 • 39min

Weekly Roundup 01/10/24 (FDIC Pause Letters released, SEC v Coinbase) (EP.589)

This week, legal battles heat up as Coinbase’s appeal against the SEC gains traction. In a surprising twist, the Czech national bank considers Bitcoin for its reserves. Do Kwon is extradited to the U.S., and E-trade finally joins the crypto trading arena. Meanwhile, a court forces the FDIC to disclose more documents related to Coinbase's FOIA request. With Bitcoin's anniversary in sight, the hosts speculate on the future of cryptocurrency ETFs and highlight the growing influence of crypto among financial advisors.
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10 snips
Jan 9, 2025 • 39min

Dana Syracuse and Josh Boehm (Paul Hastings LLP) on the 2025 Digital Asset Legal Landscape (EP.588)

Dana Syracuse, a partner at Paul Hastings LLP and a crypto law expert, along with Josh Boehm, dive into the evolving legal landscape for digital assets. They discuss common pitfalls for entrepreneurs and the regulatory hurdles in the stablecoin market. The duo highlights crucial compliance challenges within the sector, the need for transparent communication with regulators, and the expected changes in regulations by 2025. They also touch on the impact of digital asset M&A and how custody solutions are adapting to integrate these innovations.
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16 snips
Dec 27, 2024 • 38min

Weekly Roundup 12/27/24 (Tether x Rumble, quantum threat, End of year predictions) (EP.587)

Dive into Tether's bold $775 million investment in Rumble and ponder the implications of political ties in the Trump administration. Explore the queasy landscape of quantum computing's potential to disrupt Bitcoin's security. Reflect on 2025 predictions, including the state of Bitcoin reserves and innovations on the horizon. Also, enjoy light-hearted anecdotes about holiday gifts, asteroid mining, and the ever-evolving relationship between traditional finance and cryptocurrency. Buckle up for an intriguing journey ahead!
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Dec 25, 2024 • 31min

Janusz and Red (Bitcoin Layers) on Bitcoin Season 2 (EP.586)

Janusz and Red dive into the innovative landscape of Bitcoin and its evolving functionalities beyond simple transactions. They explore the potential of NFTs and DeFi while discussing the importance of security and user experience. The conversation raises concerns about the risks of Bitcoin rollups and custodial systems. Trust minimization in blockchain systems is also examined, clarifying the differences between true ownership and wrapped tokens. Finally, they highlight diverse cryptocurrency user profiles and the future of Bitcoin scaling solutions.
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18 snips
Dec 20, 2024 • 44min

Weekly Roundup 12/20/24 (No SBR?, Prometheum, Crenshaw) (EP.585)

This week dives into MicroStrategy's bold purchase of 15,350 BTC, pushing their total to a staggering 439,000 BTC. The controversial Prometheum tokenized securities platform is called out, highlighting its opacity and questionable practices. Political tensions rise as SEC's Caroline Crenshaw faces backlash from crypto advocates. Plus, a Texas bill proposes a strategic Bitcoin reserve, and Riot Platforms adds more BTC to their collection. Legal dramas unfold with Coinbase's courtroom victory and the SEC's Wells notice to an NFT collection.
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Dec 18, 2024 • 32min

Alex Lin (Reforge) on On-chain Innovation & Consumer Use Cases (EP.584)

Alex Lin, a founding partner at Reforge and a veteran in blockchain and deep tech, shares his unconventional journey from gaming to crypto investing. He delves into the innovative aspects of blockchain infrastructure and discusses the potential of crypto-powered consumer applications. Alex emphasizes the importance of embracing diverse paths and the need for improved scalability to enhance user experience. He also explores how blockchain can reshape social commerce, promoting user-centric models while navigating challenges in traditional financial systems.
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9 snips
Dec 16, 2024 • 40min

Rodrigo Seira (Cooley) and Ron Hammond (Blockchain Association) on Digital Asset Policy in 2025 (EP.583)

Rodrigo Seira, Special Counsel at Cooley, and Ron Hammond, Director of Government Relations at The Blockchain Association, dive deep into the evolving landscape of digital asset policy. They discuss the potential impact of the 2024 elections on the crypto vote and key regulatory actions expected in 2025. The duo tackles issues like the future of stablecoin legislation, SEC regulations, and the need for a unified industry front to navigate upcoming legal and banking challenges. Their insights shed light on the crucial intersection of politics and cryptocurrency.

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