131 episodes

Hosts Matt Walsh and Nic Carter of Castle Island Ventures explore the political, ethical, and economic significance of Bitcoin and other public blockchains 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

On The Brink with Castle Island Castle Island Ventures

    • Investing

Hosts Matt Walsh and Nic Carter of Castle Island Ventures explore the political, ethical, and economic significance of Bitcoin and other public blockchains 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

    Weekly News Roundup 09/25/20 (Bank custody for stablecoins, two new congressional bills, "stablecoin" vs "cryptodollar")

    Weekly News Roundup 09/25/20 (Bank custody for stablecoins, two new congressional bills, "stablecoin" vs "cryptodollar")

    Matt and Nic return for deals and the news of the week. In this episode: 
    The OCC clarifies that banks can custody dollars for stablecoin issuers Maker's flippening in collateral types, and what that means for the system Tether falls below 80% of stablecoin market share Two congressional bills propose to federally regulate crypto exchanges and tokens "Stablecoins" or "cryptodollars"? Cambridge AltFin releases their long-awaited cryptoasset benchmarking report The prospects for big tech antritrust What to replace the 60/40 portfolio with Content mentioned in this episode:
    OCC, OCC Chief Counsel’s Interpretation on National Bank and Federal Savings Association Authority to Hold Stablecoin Reserves Coin Center, Two new bills in Congress would clarify agency jurisdiction over cryptocurrency Cambridge Center for Alternative Finance, 3rd Global Cryptoasset Benchmarking Study ECB Crypto-assets Task Force, Stablecoins: Implications for monetary policy, financial stability, market infrastructure and payments, and banking supervision in the euro area Apolline Blandin on OTB, Estimating Bitcoin's Energy Footprint

    • 42 min
    Jeff Dorman (Arca) on asserting tokenholder rights

    Jeff Dorman (Arca) on asserting tokenholder rights

    Jeff Dorman is the CIO at Arca, which is currently engaged in a fascinating standoff with Gnosis, a token project in which they have a position. Arca is asserting that Gnosis has delivered little value to tokenholders and has proposed that they perform a tender offer for GNO tokens with the assets held on their balance sheet (which exceed the capitalization of GNO). Covered in this episode: 
    The original purpose of Gnosis as laid out in the whitepaper Why Gnosis only sold 5% of their tokens in the initial sale How Gnosis's dutch auction backfired How the original objective to create a prediction market failed The history of Gnosis' non-core products and expenditures – and why they don't accrue value to GNO Under what circumstances pivoting is permissible – and when it isn't The existence of obligations towards tokenholders, even if implicit and unstated What should a well-codified arrangement between tokenholders and token issuers look like? Jeff's view of whether the utility theory of tokens is still valid The substance of Arca's proposal to Gnosis, and their preferred resolution Arca's proposal around a tender offer to buy back GNO at a fixed price with treasury assets Why large investors exerting themselves in governance benefits smaller shareholders How Arca's GNO position is similar to the ESG movement Arca's response to the rebuttal that tokenholders have no rights Arca's leverage to achieve a positive outcome – and willingness to litigate Whether explicit security tokens like Arcoin and INX will converge to tokens with equity-like characteristics  

    • 49 min
    Tom Lombardi (3iQ) on the Crypto-Asset-Management Opportunity

    Tom Lombardi (3iQ) on the Crypto-Asset-Management Opportunity

    Tom Lombardi, Managing Director at 3iQ Corp, joins the show. In this episode we discuss:
    Tom’s path from traditional finance to the cryptoasset industry The enterprise blockchain era: lessons learned and the second order effects of the hype cycle The state of institutional exchange infrastructure The crypto-asset-management segment and how 3iQ is positioned to capture this opportunity  
    To learn more visit www.3iq.ca and follow Tom on Twitter @tomlombardi  

    • 47 min
    Weekly News Roundup 09/18/20 (Why Wyoming's SPDI is so exciting, a shift in tone from the SEC, Microstrategy keeps stacking)

    Weekly News Roundup 09/18/20 (Why Wyoming's SPDI is so exciting, a shift in tone from the SEC, Microstrategy keeps stacking)

    Matt and Nic return to cover news of the week. In this episode: 
    Our review of NFL week 1 Whether or not securities law topics come up at parties Why we're so excited about Kraken getting the Wyoming SPDI Why the SPDI being full reserve is so important – and why it eliminates certain regulators from the picture How Kraken's bank charter is reminiscent of a classic scene in There Will Be Blood Why Wyoming's SPDI is a long-awaited rebuke to Operation Choke Point Michael Saylor stacks MORE sats How Matt was able to initially break the Microstrategy news Why financial services firms looking at crypto need buy-in from the top Michael Saylor's revealing quote about Bitcoin's hard forks Why shrugging off hard forks defeats a key critique of Bitcoin What the SEC settlement with Unikorn inc means for other tokens The SEC sanctions rapper TI Matt's embarrassing TI story Our current view on handshakes Why the settlement quality of stablecoins is context-specific

    • 38 min
    David Kinitsky and Marco Santori (Kraken) on obtaining the first Wyoming SPDI

    David Kinitsky and Marco Santori (Kraken) on obtaining the first Wyoming SPDI

    Today, Kraken Financial, a wholly-owned subsidiary of Kraken, became the first financial institution to receive the Special Purpose Depository Institution (SPDI) charter from the State of Wyoming. To celebrate this major milestone, David Kinitsky, CEO of Kraken Financial, and Marco Santori, Kraken CLO, joined us on the show. In this episode: 
    Why Kraken decided to open an office in Wyoming and pursue the SPDI Why David and Marco chose to join Kraken and work on this project Kraken's journey to obtaining the SPDI and what's next Why Kraken Financial will not seek oversight from the FDIC – and why it doesn't need deposit insurance What an SPDI will enable Kraken to do What distinguishes a full reserve bank – and why take that approach How Kraken Financial would distinguish itself from the standard banks that service crypto companies and from full reserve bitcoin custodians Whether Kraken expects NY to honor reciprocity for the Wyoming SPDI The relationship between Kraken group and Kraken Financial The next steps to take the SPDI approval and become an operational, fully-fledged deposit taking institution What the SPDI will mean for existing Kraken customers  Read more about the SPDI here. 

    • 45 min
    Gabriel Shapiro (BSV Law) on compatibility between blockchains and the law

    Gabriel Shapiro (BSV Law) on compatibility between blockchains and the law

    Gabriel Shapiro, partner at BSV Law (no relationship to the coin), joins the show to chat securities law, tokenized securities, and the nature of industry regulation. In this episode: 
    Gabriel's introduction to the crypto industry and Nick Szabo's influence Gabriel's view on what public blockchains are for, most fundamentally Why there is an inherent tension between blockchains and the law Can public blockchains be made compatible with the law, and to what extent? The best opportunities for synergy between the law and crypto Gabriel's case for real tokenized securities How stock certificates are held and organized in legacy markets Domains where tokenized securities could outperform the current state of affairs A mistake investors make when interpreting SEC behavior Why the SEC will often let private litigation play out before imposing a fine The contrast between the EOS/Block One and Sia/ Nebulous Gabriel's critique of Hester Pierce's safe harbor for tokens - and her response Precedents to consider when looking at the utility/security distinction Whether a "Hinman test" for sufficient decentralization exists and what it entails Gabriel's proposed modification to securities laws to suit the reality of the industry The effect of election outcomes on securities enforcement Follow Gabriel on Twitter and read his fantastic series on Medium, Size Does Matter

    • 1 hr 15 min

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