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    Business

    On The Brink with Castle Island

    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

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    Latest Episodes:
    Brandon Mulvihill (Crossover Markets) on the future of market structure in the USA (EP.601) Mar 10, 2025
    Show notes

    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 visit their website.


    Weekly Roundup 03/07/25 (Crypto Reserve, Debanking Bill, Broker Rule) (EP.600) Mar 07, 2025
    Show notes

    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 launches SOL futures
    • An Argentine prosecutor is looking to seize $110m in the Libra case
    • Tether and Circle are fighting in Washington
    • SBF makes an appearance on Tucker

    Weekly Roundup 02/28/25 (Bybit Hack, SEC drops lawsuits, bank-issued stablecoins) (EP.599) Feb 28, 2025
    Show notes

    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
    • Microstrategy purchased an additional 20,356 BTC last week
    • Crypto exchange OKX pled guilty and agreed to pay $504 million in penalties for anti-money laundering law violations
    • U.S. Treasury Secretary Scott Bessent has appointed Tyler Williams as an advisor on digital asset and blockchain policy
    • During an interview with Bloomberg, Bank of America CEO Brian Moynihan stated that in light of the expected upcoming stablecoin legislation, he expects that Bank of America will "get into that business," and may even launch their own stablecoin

    Content mentioned in this episode:

    • Jameson Lopp, Jack Dorsey is not Satoshi Nakamoto
    • DeFi Education Fund, Examining the burdens, costs, and failures of the Bank Secrecy Act (BSA), and the potentially disastrous implications of applying the BSA to DeFi.

    Weekly Roundup 02/21/25 (Milei's Libra scandal, physical gold chaos, are memecoins dead?) (EP.598) Feb 21, 2025
    Show notes

    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?

    Weekly Roundup 02/14/25 (OCC and CFTC nominations, nation-state memecoins, Tigran retrospective) (EP.597) Feb 14, 2025
    Show notes

    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

    SEC Commissioner Hester Peirce on the journey ahead (EP.596) Feb 13, 2025
    Show notes

    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 to founders

    You can follow Commissioner Peirce on X.


    Nathan McCauley (Anchorage) on the evolving banking and custody landscape (EP.595) Feb 11, 2025
    Show notes

    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 and Atlas products and the role they are playing with institutional customers.

    To learn more about Anchorage visit www.anchorage.com


    Weekly Roundup 02/07/25 (FDIC Files, House & Senate Hearings, SEC crypto priorities) (EP.594) Feb 07, 2025
    Show notes

    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 Stablecoins
    • Czech Republic waives capital gains on Bitcoins held for 3 years
    • Microstrategy is now just Strategy
    • Truth.fi is releasing a Bitcoin product
    • Ethereum's existential crisis

    Mike Lempres on Silvergate's Collapse, Bank Regulation, and Debanking (EP.593) Feb 05, 2025
    Show notes

    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 $14b in deposits
    • Why the Silvergate Exchange Network (SEN) was so useful to the crypto space
    • How Silvergate suffered a bank run and ultimate liquidation following the FTX collapse
    • How Silvergate survived a 70% bank run
    • Regulatory shifts in 2023
    • What led the decision to voluntarily liquidate
    • What has happened at Silvergate since the announcement of the liquidation?
    • The effect of Elizabeth Warren's letters and short seller behavior on the collapse
    • Could Silvergate have survived and thrived?
    • Should bank regulators be allowed to ringfence entire industries?
    • Silvergate's relationship with Alameda/FTX - and could they have detected the fraud?
    • Was Silvergate a victim of FTX
    • How the Signature case adds to the suspicion - were regulators sending a message?
    • What was the issue with SEN monitoring?
    • Silvergate's settlements with the Fed, the SEC, and the CA DFP
    • How Silvergate was rugpulled by the government with regards to Diem
    • The Fed's recent evolution on the topic of banks serving crypto
    • Mike's outlook on crypto banking and the domestic crypto industry
    • Why Signature and Silvergate executives are limited in what they can say publicly
    • The problem with "confidential supervisory information"
    • Why we may not get a "smoking gun memo" from the regulators on Choke Point 2.0
    • What changes would Mike make to bank regulation in the US?
    • Lingering misconceptions about Silvergate
    • Do Silvergate shareholders have a legal case against the government?

    Further reading:

    • Nic Carter in Piratewires, Operation Choke Point 2.0 Is Underway, And Crypto Is In Its Crosshairs
    • Nic Carter in Piratewires, Did The Government Start A Global Financial Crisis In An Attempt To Destroy Crypto?
    • Nic Carter in Piratewires, Inside the Biden Admin's Plot to Destroy Silvergate and Debank Crypto for Good

    Weekly Roundup 01/31/25 (Senate Debanking Hearing, Powell's pivot, Tokenized Securities) (EP.592) Jan 31, 2025
    Show notes

    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
    • Christine Lagarde says the ECB will not buy Bitcoin
    • Is the Czech Republic buying bitcoin?
    • Kraken turns back on staking
    • Apollo is launching a tokenized credit fund on Ethereum and Solana
    • Fairshake raises another $116m for the midterms
    • SBF is asking Trump for a pardon
    • Elliott says crypto is in a bubble

    Content mentioned:

    • Blockchain Association Unveils Digital Asset Market Structure Principles


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