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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:
    Jeff Dorman (Arca) on asserting tokenholder rights (EP.129) Sep 23, 2020
    Show notes

    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

    Tom Lombardi (3iQ) on the Crypto-Asset-Management Opportunity (EP.128) Sep 21, 2020
    Show notes

    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


    Weekly News Roundup 09/18/20 (Why Wyoming's SPDI is so exciting, a shift in tone from the SEC, Microstrategy keeps stacking) (EP.127) Sep 18, 2020
    Show notes

    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

    David Kinitsky and Marco Santori (Kraken) on obtaining the first Wyoming SPDI (EP.126) Sep 16, 2020
    Show notes

    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.


    Gabriel Shapiro (BSV Law) on compatibility between blockchains and the law (EP.125) Sep 14, 2020
    Show notes

    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


    Weekly News Roundup 09/11/20 (Crypto penetration by country, DeFi moats and valuations, how DeFi reminds us of PoW launches) (EP.124) Sep 11, 2020
    Show notes

    Matt and Nic return for deals and news of the week. In this episode:

    • the NFL is BACK
    • Matt's predictions for the Patriots season
    • New data on countries where crypto penetration is highest
    • Mastercard launches a CBDC testing platform
    • USDC launches on Algorand
    • Past is prologue for stablecoins moving chains
    • DCG continues to grow into a juggernaut
    • Our Sushiswap explainer
    • Can DeFi projects maintain sustainable moats?
    • What distinguishes DeFi tokens from ICOs?
    • Why you can't apply traditional equity earnings multiples to DeFi valuations
    • How Sushi reminds us of Monero's origins
    • How Curve reminds us of Dash's launch
    • Why communities often stick with botched 'fair launches'

    Content mentioned in this episode:

    • Avichal Garg and Curtis Spencer on On The Brink
    • Ruben Galindo appears on the show
    • Jump Capital's mid-2020 crypto theses
    • Chainalysis' 2020 global crypto adoption index
    • Bitcoin: A Novel Economic Institution from Ark Invest

    Ruben Galindo (Airtm) on distributing USD to Venezuelan healthcare workers (EP.123) Sep 09, 2020
    Show notes

    Ruben Galindo, cofounder and CEO of Airtm, joins the show. Recently, Airtm has been in the news as it was reported that Juan Guaidó, Venezuela's would-be President, was using the app to coordinate the disbursement of funds seized from the Maduro regime to healthcare workers in Venezuela. In this episode:

    • Why Ruben cofounded Airtm
    • How Airtm creates local liquidity for dollars against any local currency
    • How Airtm manages their reserve
    • How Bitcoin and Ethereum intersect with AirUSD
    • How Airtm creates local liquidity on their platform
    • The size of Airtm's userbase globally and in Venezuela
    • Why international freelancers gravitate towards AirTM
    • The genesis of Airdrop Venezuela
    • How Airtm linked up with Venezuelan president Juan Guaido to distribute payments to Venezuelans
    • The genesis of the plan to distribute seized funds to Venezuelan healthcare workers
    • How Airtm is planning to route around Maduro's attempts at censorship
    • How Airtm manages the physical risks of running a grey market business in Venezuela

    Read more about Airtm here.


    Avichal Garg and Curtis Spencer (Electric Capital) on developer communities, raising institutional capital and more (EP.122) Sep 07, 2020
    Show notes

    Avichal Garg and Curtis Spencer, founding partners of Electric Capital, join the show. In this episode we discuss:

    • Their path from entrepreneurship to starting Electric Capital
    • The experience of raising a $110M fund II from institutional limited partners
    • The current state of play for layer one smart contract platforms
    • Framing decentralized finance for the non-crypto native
    • The geopolitical chess match for the USA and China vis a vis cryptoasset regulation
    • The outlook for privacy coins

    To learn more about Electric Capital visit their website and follow Avichal and Curtis on Twitter


    Weekly News Roundup 09/04/20 (Armageddon II, Activist token investors, emergent effects of high fees) (EP.121) Sep 04, 2020
    Show notes

    Nic and Matt return with deals and news of the weak. In this episode:

    • Nic and Matt happen to buy the same book
    • Nic's article on why the US should embrace stablecoins and credibly neutral crypto-financial infrastructure
    • Our theory on why NYDFS went after Tether
    • Can the US successfully disrupt itself as the administrator of financial infrastructure?
    • Coinbase IPO prospects
    • Coinshares adds transparency to their Bitcoin ETN and the prospects for Proofs of Reserves
    • How Proofs of Reserves can ward off regulation
    • Arca takes an activist stance towards Gnosis
    • What recourse do jilted tokenholders have?
    • Publicly traded energy companies are mining Bitcoin with stranded natural gas
    • Matt's suggestion for a Bitcoin-themed sequel to Armageddon
    • The single most impactful way you can help Bitcoin
    • Nic's theory about the effect of a fee-transaction count oscillation on Ethereum
    • How fees are a regressive tax on users

    Content mentioned in this episode:

    • Nic in Coindesk, The Crypto-dollar Surge and the American Opportunity
    • Larry White in Alt-M, Should the US Government Create a Token-based Digital Dollar?
    • Electronic Frontier Foundation, It's Past Time for Coinbase to Issue Transparency Reports
    • Nic in Coindesk, The Last Word on Bitcoin's Energy Consumption
    • Coin Center, Are Regulators Poised to Demand Cryptocurrency Address Whitelisting? Probably Not
    • Tyler Winklevoss, The Case for $500k Bitcoin

    Kyle Davies (Three Arrows Capital) on finding value in DeFi (EP.120) Sep 02, 2020
    Show notes

    Kyle Davies, co-founder of Three Arrows Capital, joins the show. In this episode we discuss:

    • Kyle's perspectives on layer one blockchain protocols and how smart contract platforms are evolving
    • The decentralized finance (DeFi) landscape, and where Kyle sees the biggest opportunities
    • The blurring of the lines between centralized and decentralized finance platforms

    Learn more about Three Arrows Capital: https://www.threearrowscap.com/

    Follow Kyle on Twitter @kyled116


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