Weekly Roundup 11/10/22 (FTX fiasco, Su Zhu and Do attempt comebacks, Proof of Reserves redemption) (EP.370)
On The Brink with Castle Island
Release Date: 11/10/2022
Weekly Roundup 01/31/25 (Senate Debanking Hearing, Powell's pivot, Tokenized Securities) (EP.592)
On The Brink with Castle Island
Matt and Nic are back with another week of news and deals. In this episode: Should we revisit Basel rules on Bitcoin? Jay Powell evolves on banks serving crypto Are banks going to offer crypto custody post SAB121? Gensler joins MIT Sloan Should crypto firms boycott MIT? The Senate will hold a hearing on debanking next week Choke Point 2.0 is getting caught up in conservative debanking Where are we on DeSci? Is tokenization finally going to happen? X is adding payments to the platform with Visa Truth Social is launching Truth.Fi...
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Weekly Roundup 01/24/25 (Trump EO, the Stockpile, Ross Free, SAB121 Gone!) (EP.591)
On The Brink with Castle Island
The episode where we logged on and won forever. Probably the biggest week in crypto history... In this episode: Ross Ulbricht is granted a full pardon Did Ross Ulbricht deserve a life sentence? SAB121 is finally gone Why SAB121 was bad Crypto ball review Trump launches a memecoin Trump is inaugurated OCP2.0 is over CBDCs are banned We review Trump's Executive Order No Strategic Bitcoin Reserve, but a stockpile instead Larry Fink calls for 600-700k BTC Mark Uyeda, the formation of a new task force: SEC Crypto 2.0 Senator Cynthia Lummis the formation of the...
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Weekly Roundup 01/17/25 (Lummis FDIC letter, the Tether tower, American made coins) (EP.590)
On The Brink with Castle Island
Matt and Nic are back for more news and deals. In this episode: Lummis instructs FDIC staff to not destroy evidence of Chokepoint Did the FDIC call Nic poor? Coinbase wins a partial victory against the SEC Canary Capital files for a Litecoin ETF Tether is moving to El Salvador and building an HQ there Atlanta Fed gets stablecoins The case for non-USD stablecoins Is there a case for other assets in a Strategic Reserve?
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Weekly Roundup 01/10/24 (FDIC Pause Letters released, SEC v Coinbase) (EP.589)
On The Brink with Castle Island
Matt and Nic are back after a week off. In this episode: Southern District of New York grants Coinbase’s appeal in their case against the SEC The Governor of the Czech national bank is considering Bitcoin in their reserves Do Kwon is extradited to the US E-trade is launching crypto trading The FDIC is forced by a court to further un-redact documents Coinbase asked for in a FOIA request We cover the FDIC’s Pause Letters Content mentioned in this episode: Fidelity Digital Assets, Bitwise, Nick Anthony,
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Dana Syracuse and Josh Boehm (Paul Hastings LLP) on the 2025 Digital Asset Legal Landscape (EP.588)
On The Brink with Castle Island
Dana Syracuse and Josh Boehm of Paul Hastings LLP join the show. In this episode we discuss: The common legal and regulatory considerations that are encountered by companies in the digital asset industry. Common pitfalls that entrepreneurs in this ecosystem should avoid. The state of the stablecoin industry and the regulatory considerations in this category. Potential changes ahead in 2025 on how digital assets are regulated in the United States. To learn more about Paul Hastings and their fintech and digital asset practices visit
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Weekly Roundup 12/27/24 (Tether x Rumble, quantum threat, End of year predictions) (EP.587)
On The Brink with Castle Island
Matt and Nic are back for an end of year episode. In this episode: Tether invests $775m in Rumble Who are the Rumble shareholders in Trump's admin? Microstrategy seeks approval for more Bitcoin buying We review the quantum risk to Bitcoin Matt and Nic's predictions for 2025 Sponsor notes: Coin Metrics, In Coin Metrics State of the Network Issue 291, we revisit major stories that shaped the digital asset industry in 2024 with a data-driven lens
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Janusz and Red (Bitcoin Layers) on Bitcoin Season 2 (EP.586)
On The Brink with Castle Island
and from join the show. In this episode: Innovation on Bitcoin, previously and now Technology vs consumer adoption The future of BTC use cases More about
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Weekly Roundup 12/20/24 (No SBR?, Prometheum, Crenshaw) (EP.585)
On The Brink with Castle Island
Matt and Nic are back with another week of news and deals. In this episode: Nic comes out against the SBR on Bloomberg More Prometheum nonsense MicroStrategy an additional 15,350 BTC for roughly $1.5 billion, bringing the company's total holdings to 439,000 BTC. Microstrategy was also to the Nasdaq 100 this week, which will lead to the stock's inclusion in several large ETFs including Invesco's QQQ. Anchorage Digital has New York BitLicense approval, enabling them to offer digital asset custody and trading services to more customers in the state such as RIAs and other...
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Alex Lin (Reforge) on On-chain Innovation & Consumer Use Cases (EP.584)
On The Brink with Castle Island
Wyatt sits down with . In this episode: Alex’s interdisciplinary road into crypto Innovation in blockchain infrastructure Crypto-powered consumer applications Learn more about a blockchain and frontier tech investment firm.
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Rodrigo Seira (Cooley) and Ron Hammond (Blockchain Association) on Digital Asset Policy in 2025 (EP.583)
On The Brink with Castle Island
Rodrigo Seira, Special Counsel at and Ron Hammond, Director of Government Relations at join the show. In this episode we discuss: The 2024 election and the impact of the crypto vote. Executive branch actions to keep an eye on in 2025. Potential SEC related actions that would impact the digital asset market. The future of Staff Accounting Bulletin 121. Where digital asset legislation fits into the 2025 legislative priorities. Stablecoin legislation. Market structure legislation. To learn more about Cooley visit: To learn more about The Blockchain Association visit:
info_outlineNic and Matt return for one of the craziest weeks in crypto history. In this episode:
- Coin Metrics makes a key on-chain discovery regarding FTX’s insolvency
- Will Castle Island buy the naming rights to the Miami Heat arena?
- What in the hell happened to FTX/Alameda?
- How big is the hole in FTX’ balance sheet
- Was FTX/Alameda insolvent as early as Q2?
- How this is reminiscent of the Bitfinex/Tether transaction?
- What did CZ see that caused him to catalyze the attack on FTX?
- How did FTX pass an audit?
- Who will be affected by the FTX collapse?
- How this will affect the already impaired crypto lenders
- We revisit some of the recent departures from FTX/Alameda
- This explains why FTX was bailing out the lenders in Q2
- Will FTX US be firewalled off here?
- Could this crisis have been forecasted?
- Did Sam perjure himself in front of Congress?
- Gensler’s responsibility in the FTX fiasco
- Su Zhu is trying to do a redemption arc
- Why is Su Zhu surfing?
- Possible regulatory consequences
- What are the midterm consequences for crypto?
- A failure of corporate governance at FTX
- Some venture funds were attesting to the solvency of FTX while withdrawing funds
- FTX is selectively processing withdrawals to Bahamanian entities
- Silver linings from the crisis
- Proof of Reserves is having a moment
- Sam’s crypto agenda in DC is thankfully dead
- SBF was somehow an LP in Sequoia and Paradigm
- Setting the record straight on Tom Brady
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