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On The Brink with Castle Island

Castle Island Ventures

Hosts Matt Walsh and Nic Carter of Castle Island Ventures explore news and deals in the public blockchain space and talk to some of the leading experts in the industry. Learn more and stay up to date at CastleIsland.vc and follow on twitter @CastleIslandVC

business investing

All Episodes

40:13

Weekly Roundup 03/21/25 (Trump addresses DAS, Kraken...

On The Brink with Castle Island ·

2025/03/21

Nic and Matt are back for another week of news and deals. In this episode: Trump speaks at DAS Is anyone in Washington talking about abolishing capital gains tax for crypto? Trump denounces OCP2.0 TON raises a huge round Remember IOTA? We reminisce about Slock it and the DAO What happened to Ethereum Classic? Can you redeem PAXG for physical gold? Kraken acquires NinjaTrader for $1.5b The SEC says PoW mining is not a security Tim Scott’s debanking FIRM act advances from the Senate Banking

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31:33

Weekly Roundup 03/14/25 (SBR is real, Trump and...

On The Brink with Castle Island ·

2025/03/14

Matt and Nic are back for another week of news and deals. In this episode: The Strategic Bitcoin Reserve exists Will the government buy additional Bitcoin? What does “cost neutral” mean? What’s the deal with our cheese reserve Have Bitcoiners lost their libertarian origins? The OCC reverses their anti-crypto guidance Sentiment in crypto is at all time lows Is CZ seeking a pardon deal in exchange for a sale of Binance equity? Senate Banking votes to advance the Hagerty Stablecoin bill The banks are

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41:30

Jeff Park (Bitwise) on Digital Asset Alpha Strategies...

On The Brink with Castle Island ·

2025/03/12

Jeff Park, the Head of Alpha Strategies at Bitwise Asset Management joins the show. In this episode we discuss: The latest developments at Bitwise, including the firm’s Alpha Strategy division. Yield strategies in the digital asset ecosystem. Stablecoins and how the idiosyncratic opportunities that active managers are pursuing. MicroStrategy Thoughts on market structure and digital asset policy. To learn more about Bitwise visit their website. You can also follow Jeff on X.

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40:05

Brandon Mulvihill (Crossover Markets) on the future...

On The Brink with Castle Island ·

2025/03/10

Brandon Mulvihill, the co-founder and CEO of Crossover Markets joins the show. In this episode we discuss: The shifting regulatory landscape in the USA and the impact that it is having on traditional financial institutions. How banks and broker-dealers are responding to regulatory progress. The battle for “Primary Market” in the United States. The future of market structure and the bifurcation of exchanges vs. brokerages. How Crossover is positioned in 2025. To learn more about Crossover Markets

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34:56

Weekly Roundup 03/07/25 (Crypto Reserve, Debanking...

On The Brink with Castle Island ·

2025/03/07

Matt and Nic are back for another week of news and deals. In this episode: We debate the prudence of a BTC reserve A Strategic Reserve of just BTC or altcoins? How would a crypto reserve be “strategic” Should the US Government just seize BTC to build the reserve? Is there a “strategic” purpose to owning a gas token? SEC task force for crypto is starting roundtables SEC drops lawsuits against Kraken, Cumberland, and Yuga labs Tim Scott’s bill to eliminate reputational risk from bank regulation CME

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36:09

Weekly Roundup 02/28/25 (Bybit Hack, SEC drops...

On The Brink with Castle Island ·

2025/02/28

Matt and Nic return for another week of news and deals. In this episode: Figure Markets announced the launch of their YLDS stablecoin, which is the first yield-bearing stablecoin to be approved by and registered with the SEC Crypto exchange Bybit was hacked on Friday for an estimated $1.48 billion worth of ETH in the largest hack in the industry's history n the past week, the SEC dropped lawsuits and investigations related to Coinbase, Robinhood, OpenSea, Uniswap, Gemini, and MetaMask

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30:59

Weekly Roundup 02/21/25 (Milei’s Libra scandal,...

On The Brink with Castle Island ·

2025/02/21

Matt and Nic are back with another week of news and deals. In this episode: Milei launches and immediately abandons the Libra memecoin Is the memecoin sector dead? What is the future of Solana post memecoin fallout? Hagerty’s GENIUS act gains bipartisan support Why securities laws exist What laws apply to memecoins? What’s going on with physical gold?

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29:04

Weekly Roundup 02/14/25 (OCC and CFTC nominations,...

On The Brink with Castle Island ·

2025/02/14

Matt and Nic are back for another week of news and deals. In this episode: Our episode with SEC Commissioner Hester Peirce The SEC and Binance are pausing their litigation Brian Quintenz nominated for CFTC Jonathan Gould nominated for OCC Central African Republic launches a memecoin Is Vitalik crashing out? CBOE wants to add staking to their ETH ETF We reflect on the Tigran Gambaryan story Rep Waters rolls out a draft stablecoin bill Is there a run on gold vaults underway? Tungsten is rallying

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30:00

SEC Commissioner Hester Peirce on the journey ahead...

On The Brink with Castle Island ·

2025/02/13

SEC Commissioner Hester Peirce joins the show. In this episode we discuss: The past several years of digital asset policy at the SEC Different ways that regulators have the potential to stymie technical innovation through policy SAB 121 The impact on the SEC’s policies on capital formation in the digital asset industry The role of Congress, specifically with regards to market structure The future of token disclosures Tokenization and how a regulatory framework could emerge in this category Advice

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34:55

Nathan McCauley (Anchorage) on the evolving banking...

On The Brink with Castle Island ·

2025/02/11

Nathan McCauley, the co-founder and CEO of Anchorage joins the show. In this episode we discuss: The history of Anchorage and the evolution of the company from a product and regulatory perspective. Operation Chokepoint 2.0 and the debanking of digital asset startups. How banks are approaching the digital asset custody ecosystem and the sub-custody market. The evolution of stablecoins, the prospects of a stablecoin bill and the Global Dollar Network stablecoin consortium. Anchorage’s Porto Wallet

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36:10

Weekly Roundup 02/07/25 (FDIC Files, House & Senate...

On The Brink with Castle Island ·

2025/02/07

Matt and Nic are back for more news and deals. In this episode: Matt and Nic’s ski adventure Berachain launches Mike Lempres of Silvergate finally speaks What we learned in the Senate debanking hearing The FDIC releases 790 pages of new documents related to the pause letters The FDIC is reprimanded by a judge in the Coinbase case Senator Lummis reveals a Fed memo that may be proof of OCP2.0 The SEC releases their list of priorities for the Crypto Task Force Hagerty releases the GENIUS Act on

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47:06

Mike Lempres on Silvergate’s Collapse, Bank...

On The Brink with Castle Island ·

2025/02/05

Former Chairman of Silvergate Bank Mike Lempres joins us for a discussion of Silvergate, the crypto-focused bank that was forced into liquidation in early 2023 following a bank run. This are the first on the record comments from any Silvergate executive following the voluntary liquidation announced in March 2023. In this episode: Mike’s background at the DoJ, at Coinbase, and how he came to be chairman of the board at Silvergate How Silvergate grew to become the premier crypto-focused bank with

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35:06

Weekly Roundup 01/31/25 (Senate Debanking Hearing,...

On The Brink with Castle Island ·

2025/01/31

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

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39:33

Weekly Roundup 01/24/25 (Trump EO, the Stockpile,...

On The Brink with Castle Island ·

2025/01/24

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, announces the formation of a

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29:09

Weekly Roundup 01/17/25 (Lummis FDIC letter, the...

On The Brink with Castle Island ·

2025/01/17

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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38:37

Weekly Roundup 01/10/24 (FDIC Pause Letters released,...

On The Brink with Castle Island ·

2025/01/10

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, 2025 Look Ahead

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38:37

Dana Syracuse and Josh Boehm (Paul Hastings LLP) on...

On The Brink with Castle Island ·

2025/01/09

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

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38:27

Weekly Roundup 12/27/24 (Tether x Rumble, quantum...

On The Brink with Castle Island ·

2024/12/27

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, State of the Network’s 2024 Year in Review 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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31:05

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

On The Brink with Castle Island ·

2024/12/25

Janusz and Red from Bitcoin Layers join the show. In this episode: Innovation on Bitcoin, previously and now Technology vs consumer adoption The future of BTC use cases More about Bitcoin Layers

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43:36

Weekly Roundup 12/20/24 (No SBR?, Prometheum,...

On The Brink with Castle Island ·

2024/12/20

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 acquired an additional 15,350 BTC for roughly $1.5 billion, bringing the company's total holdings to 439,000 BTC. Microstrategy was also added 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 received New York BitLicense approval, enabling them to offer

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177 results

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