

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
Episodes
Mentioned books

May 5, 2023 • 38min
Weekly Roundup 05/05/23 (Bank apocalypse, Biden’s miner tax, Bhutan’s crypto ambitions) (EP.422)
Matt and Nic are back with another week of news and deals. In this episode: Updates on South Shore Bar Pie The CIV boys consider new sponsors Regional banks keep failing Is the turmoil in the bank sector deflationary or inflationary? How does the Fed end the banking crisis? McHenry’s stablecoin bill Biden proposes a 30% tax on Bitcoin miners Why Biden’s DAME tax is counterproductive RFK Jr’s pro-crypto takes Nic throws his hat in the ring for RFK Jr Gensler running for Senate in Maryland/ Where in the world are the FTX executives FTX attempts to claw back funds from Genesis FTX debtors stumble on Mysten Labs Is summary judgment in the Ripple SEC case almost due? Nate Chastain is found guilty of insider trading Poloniex settles with OFAC OpenX is reprimanded by Dubai for not registering Coinbase launches in Bermuda Bhutan has been mining Bitcoin since 2020 NYMAG spills the beans about Protego CIV is throwing a pickleball event at BTC Miami Content mentioned in this episode: Jen Wieczner in NYMAG, Is the Federal Government Trying to Kill Off Crypto? Sponsor notes: Coin Metrics State of the Network - MakerDAO’s Dai Dilemma: As one of the longest-standing DeFi protocols, Maker has held strong as the maintainer of the decentralized stablecoin Dai. Still, the protocol faces headwinds, and MakerDAO stakeholders must make major decisions about governance and risk management.

May 2, 2023 • 42min
Simon Forster and Duncan Trenholme (TP ICAP) on Crypto Market Structure (EP.421)
Simon Forster and Duncan Trenholme of TP ICAP join the show. In this episode we discuss: - TP ICAP's journey in the crypto / blockchain space. - The market structure for institutional cryptoasset trading. - The future of tokenization and the types of assets that are likely to be represented on chain. - The regulatory landscape and how this will shape the pace of building in the industry. To learn more about TP ICAP and their strategy visit: www.tpicap.com/digitalassets

Apr 28, 2023 • 43min
Weekly Roundup 04/28/23 (First Republic in trouble, Hong Kong embraces crypto, did crypto cause the banking crisis?) (EP.420)
Matt and Nic return for another week of news and deals. In this episode: What’s the deal with south shore bar pie? We review Consensus in Austin Nic’s 2022 Coin Center dinner incident Nic’s gas siphoning incident First Republic appears heading for collapse Why was First Republic given time to save itself but not Signature? Block partners with Yellowcard for cross-border African payments Open Exchange’s purported investors deny investing in the business Coinbase is setting up operations in Bermuda Coinbase is suing the SEC for clarity Hong Kong embraces banking for crypto firms NYDFS Superintendent Harris denies that crypto caused the Signature collapse The Biden admin is backpedaling on whether crypto contributed to the banking crisis House Republicans probe financial regulators for info on de-banking of crypto The FBI has searched the home of FTX’s Ryan Salame We reminisce on FTX’ Crypto Bahamas conference Why is flare gas mining better than the alternative? Nic’s music royalties situation Nic resolves his differences with the Bitcoin 2023 conference Content mentioned: The Hong Kong Monetary Authority, Embracing new opportunities and accessing banking services Letter from Reps Hill, Huizenga, and McHenry to key financial regulators TVP, The Emerging Bitcoin-Native Venture Capital Landscape Sponsor notes: Coin Metrics presents State of the Network Foundations: Blockchain Addresses: This week's State of the Network kicked off the new Foundations series, which looks to present various technical aspects of blockchain technology in an approachable way. In the first report, Coin Metrics breaks down the concept of an 'address,' the fundamental unit of identity in the world of crypto.

Apr 21, 2023 • 34min
Weekly Roundup 04/21/23 (Harberger taxes, SEC v Bittrex, stablecoin hearing) (EP.419)
Matt and Nic are back with another week of news and deals. In this episode: We debate some curious new sponsors The Miami gas shortage Nic’s impressions of NFT NYC We review Eric’s Orb When do Harberger taxes work? CIV is hiring The SEC is suing Bittrex and alleges that Algorand and Dash are unregistered securities Gensler is skewered by Republican lawmakers in the House Financial Services hearing Gensler refuses to answer whether Ethereum is a security We review the House hearing on stablecoins The McHenry Waters stablecoin bill appears to be dead Does FedNow make stablecoins obsolete? Should stablecoin issuance be limited to banks? A stablecoin catch-22 Hester Peirce dissents on the proposed SEC exchange rule Content mentioned: CIV is hiring Austin Campbell’s written testimony to the House financial services committee Hester Peirce, Rendering Innovation Kaput: Statement on Amending the Definition of Exchange

Apr 19, 2023 • 42min
Dan Tapiero on Growth Investing in 2023 (EP.418)
Dan Tapiero, the founder of 10T Holdings and 1 Round Table Partners joins the show. In this episode we discuss: The performance of Bitcoin as a macro asset over the past year. The current regulatory environment and how the USA is losing its lead versus other countries in the digital asset ecosystem. The prospect of U.S. companies going public in non-U.S. jurisdictions. How Dan and his team approach growth stage investing. The secondary market and how Dan thinks about building ownership via secondary transactions. The LP landscape and how allocators are thinking about digital asset ecosystem managers. To learn more about Dan visit the 1RT website and follow Dan on Twitter

Apr 17, 2023 • 1h 16min
Eric Wall on Eric's Orb (EP.417)
Eric Wall is a cryptocurrency researcher, analyst, critic, and investor. In this episode we sit down to discuss the creation and premise of his new project, the Orb. What is the orb? How did the orb come about? How to bet on the human capital and reputational growth of individuals Why previous social tokens failed What does the orb entitle you to? Why the orb is not a security Harberger taxes and their implementations so far How harberger taxes create better allocative efficiency Harberger taxes and domain names The problem with social tokens as a way to invest in people Why an obligation to a single holder is better than one to many holders Eric’s feud with the Hex community and how the rb could solve this Possible orb failure modes Possible AI issues with the orb Why orb issuers have an incentive to provide value to holders The possible role of orbs in venture capital How the orb could disrupt expert networks How to parameterize the orb The significance of the orb animations Further reading: Orb.land

Apr 14, 2023 • 46min
Weekly Roundup 04/14/23 (ETH unstaking, FedNow vs CBDCs, NYT on mining, FTX 2.0 gets closer) (EP.416)
Matt and Nic return for another week of news and deals. In this episode: Is Ethereum going through a ‘bullish unlock’? Did the SEC decicion around staking help decentralize Ethereum? What is a commodity? We pitch futures for restaurant bookings The problem with ‘phygitals’ What’s going on with DWF labs? Twitter users will be able to trade crypto through the app Is FedNow a CBDC? Does FedNow introduce risks to the banking system? A relaunch of FTX gets more likely How the DOJ caught the Silk Road hacker Could a CBDC emerge which is actually private? We roll out the Tap In or Tap Out segment Is France going to become a crypto haven? The NYT article on Bitcoin mining Did the NYT doctor pictures to make Bitcoin miners look more polluting than they are? CIV is hiring Sponsor notes: Subscribe to the Coin Metrics State of the Network newsletter: this week, Ethereum's Shanghai redemption

Apr 12, 2023 • 37min
Dennison Bertram (Tally) on the Future of DAOs (EP.415)
Dennison Bertram, the co-founder and CEO of Tally, returns to the show. In this episode we discuss: Dennison’s career in the crypto industry from exchange founder to founding Tally. How to frame DAOs from a total addressable market perspective. What types of companies and industry categories would be better served as DAOs. Best practices in managing DAOs. The regulatory landscape for DAOs and how state LLC regulations could factor into future legislation. How Tally works with leading DAOs. To learn more about Tally visit their website and follow Dennison on Twitter. See also: On The Brink, Dennison Bertram and Raf Solari on Reforming DeFi Governance (March 2021)

Apr 7, 2023 • 42min
Weekly Roundup 04/07/23 (OCP2.0 remedies, Treasury on DeFi, FTX.com relaunch?) (EP.414)
Matt and Nic return for another week of news and deals. In this episode: What are the prospects for dealing with OCP 2.0? Creditors are considering relaunching FTX int’l The boundary between being a visionary and a scammer Nic’s feud against NPR What’s the deal with the bug eating meme? Are lobsters bugs? What happened to the tungsten cube NFTs? Singapore banks might be warming up to crypto Hong Kong is red hot as a crypto zone A new paper alleges the Fed has overstepped its discretionary authority The Case for Banning Crypto The US treasury report on DeFi protocols Apple embeds the Bitcoin whitepaper on all laptops Nic’s UFC picks and Matt’s golf picks Content mentioned in the episode: Julie Hill, From Cannabis to Crypto: Federal Reserve Discretion in Payments Politico, U.S. Diplomat to Washington: You’re Becoming Obsolete in One Big Area of Tech Policy US Treasury, Illicit Finance Risk Assessment of Decentralized Finance Kathleen Breitman in Fortune, Ethereum, Arbitrum, and why L2 solutions are such a mess

Apr 5, 2023 • 37min
Lorien Gabel and Benjamin Thalman (Figment) on Staking and the Ethereum Shanghai Upgrade (EP.413)
Lorien Gabel and Benjamin Thalman of Figment join the show. In this episode we discuss: The founding story of Figment and the focus of the firm. The evolution of proof of stake blockchains and how Figment helps their customers with staking. Ethereum, the Shanghai upgrade and the likely impacts of withdrawal functionality on the network. Views on the current regulatory environment and how that impacts proof of stake participants. To learn more about Figment visit their website and follow Lorien and Benjamin on Twitter.