On The Brink with Castle Island cover image

On The Brink with Castle Island

Latest episodes

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Oct 29, 2024 • 30min

Pat Larsen (Zenledger) on Digital Asset Tax and Compliance (EP.570)

Pat Larsen, the founder and CEO of Zenledger joins the show. In this episode we discuss: The latest developments in the tax and compliance categories within digital assets. How asset managers and large financial institutions are increasingly adopting digital assets. The compliance obligations of financial services firms as it relates to digital asset trading. The venture capital landscape for digital asset startups. The use cases that are currently driving adoption in the blockchain industry. To learn more about Zenledger, visit www.zenledger.io
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Oct 25, 2024 • 30min

Weekly Roundup 10/25/24 (Stripe acquires Bridge, Polymarket whale, Stables as Fintech 3.0) (EP.569)

Matt and Nic are back for more news and deals. In this episode: The Polymarket whale is identified BTCUSD predictions for the election Election models versus prediction markets Stripe acquires Bridge for $1.1b Did the Bridge deal make sense for Stripe? Stablecoins as Fintech 3.0 Nigeria frees Tigran Gambaryan Kraken is launching the Ink blockchain Buenos Aires is launching a blockchain-based identity solution Opera launches the minipay wallet A new paper from the Fed gives us new insight into the 2023 bank run Coinbase FOIAs the regulators behind OCP 2.0 Content mentioned in this episode: NY Fed, Tracing Bank Runs in Real Time Sponsor notes: Introducing Exchange Flow Metrics: In Coin Metrics' State of the Network issue 282, we introduce Coin Metrics’ new exchange flow metrics for BTC & ETH Withum’s Digital Currency and Blockchain Technology Team specializes in crypto-assets, offering accounting, tax and advisory solutions to fortify trust in a dynamic industry. Contact them today to get started. - withum.com/crypto
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Oct 18, 2024 • 33min

Weekly Roundup 10/18/24 (Hagerty’s Stablecoin Bill, WLF Launches, GOAT Coin) (EP.568)

This week features Nic’s amusing mishaps in the Netherlands and a look at the complex landscape of stablecoin regulations. The team dives into Italy's drastic capital gains tax hike on Bitcoin, drawing historical parallels. They also examine how cryptocurrency staking might be taxed like agricultural income. Market dynamics are scrutinized with discussions on Polymarket's odd betting odds and the underwhelming World Liberty Financial Token Sale. Plus, the ongoing Mount Gox case raises questions for Bitcoin holders amid evolving stablecoin developments.
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Oct 11, 2024 • 33min

Weekly Roundup 10/11/24 (HBO Satoshi Unveil, SEC v Cumberland, World Liberty Fi tokensale) (EP.567)

Dive into the intriguing mystery of Satoshi Nakamoto's identity and why it captivates so many. Explore the SEC's regulatory actions against Cumberland and the implications for the crypto landscape. Discuss recent fundraising successes in blockchain and a Bitcoin mining update. Uncover the complexities of tokenized assets and the ongoing challenges they face. Plus, engage in a fascinating debate over humanity's greatest non-religious mysteries, from Atlantis to the JFK assassination. Stay informed on Uniswap's innovations and the evolving crypto market.
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Oct 4, 2024 • 35min

Weekly Roundup 10/04/24 (CZ Free, Visa’s stablecoin, Satoshi unveiled) (EP.566)

This week dives into the intrigue surrounding Satoshi Nakamoto's identity and the impact of a new documentary. Recent developments see CZ released from jail and a playful exploration of public speaking anxiety from a busy Monad event. With Visa's Tokenized Assets Platform announced and Swift's digital asset pilot, the crypto landscape is buzzing with innovation. Speculative theories on Bitcoin’s origins include government ties and even asteroid mining possibilities! The volatility of Bitcoin, influenced by external events, begs a closer look at market dynamics.
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Oct 3, 2024 • 29min

Stephen Novenstern (Kintsu) on Building on Monad (EP.565)

Stephen Novenstern, founder of Kintsu, dives into the vibrant world of decentralized finance and its future. He shares his journey into crypto and the vision behind Kintsu, a pioneering liquid staking project within the Monad ecosystem. The conversation highlights the evolution of DeFi, the challenges of integrating centralization and decentralization, and innovative strategies that make Kintsu a leader in liquid staking. Novenstern also discusses how DeFi could seamlessly blend into everyday life, much like social media, making it more accessible for everyone.
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Sep 27, 2024 • 38min

Weekly Roundup 09/26/24 (Chokepoint 2.0 updates, Gensler’s House hearing, Ellison sentenced) (EP.564)

Caroline Ellison, recently sentenced to two years in prison for her role in a high-profile financial scandal, joins the discussion. The hosts dissect Operation Choke Point 2.0 and its effects on the crypto landscape. Gensler's contentious House hearing is highlighted, revealing bipartisan criticism over SEC policies. The Silvergate Bank collapse is scrutinized, alongside missed media attention. They also touch on growing developments in Bitcoin ETFs and the future of crypto legislation amidst intense political dynamics.
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Sep 20, 2024 • 39min

Weekly Roundup 09/20/24 (Trump at Pubkey, Token 2049 review, RIP Airdrops) (EP.563)

The hosts dive into the bustling vibe of a major crypto conference in Singapore, sharing humorous anecdotes and notable Bitcoin investments. They discuss the SEC's crackdown on NFT projects and reflect on airdrops possibly becoming a relic of the past. Trump’s unexpected appearance at a crypto event creates buzz, while Bhutan emerges as an intriguing Bitcoin powerhouse. Amidst rising interest in AI, they ponder the future of podcast consumption and explore the evolving landscape of stablecoins and security in the blockchain space.
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Sep 19, 2024 • 40min

Alex Leishman (River Financial) on Launching Proof of Reserves (EP. 562)

Alex Leishman, founder and CEO of River Financial, dives into the innovative Proof of Reserves initiative, designed to enhance transparency in cryptocurrency. He discusses River’s evolution, including their commitment to secure Bitcoin custody and regulatory compliance. Leishman explains the mechanics of Proof of Reserves versus traditional audits and addresses user privacy concerns. The conversation also touches on future innovations at River and even includes a light-hearted reflection on boxing, balancing fitness and professional priorities.
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Sep 13, 2024 • 36min

Weekly Roundup 09/13/24 (Trump-Harris debate, World Liberty Fi, Stablecoins in EM) (EP.560)

Dive into the wild side with tales of wildlife mischief and birthday parties gone awry. The hosts dissect the recent Trump-Harris debate while unpacking Trump's strategies related to World Liberty Financial. Discover the latest on stablecoins in emerging markets, particularly Nigeria's rise. There's buzz around TZero's approval for tokenized securities and North Carolina's CBDC ban. Plus, a quirky exploration of the changing crypto landscape and what this means for the future!

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