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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:
    Weekly Roundup 12/18/20 feat. a pseudonymous fixed income trader (Our MSTR mea culpa, are CME futs cursed, what isn't a commodity?) (EP.159) Dec 18, 2020
    Show notes

    Matt and Nic return to cover a blockbuster week of ATHs. We invite a pseudonymous bond trader to give a rebuttal to our somewhat misguided take on the Microstrategy bond offering on last week's episode. Also in this episode:

    • Our take on the STABLE Act (again)
    • Are balances on the Dunkin and Starbucks apps stablecoins
    • Paxos raises a $142m Series C
    • SBI acquires B2C2
    • The BITW premium explodes
    • Ruffer's telling reasons for investing $740m in Bitcoin
    • The CME announces ETH futures
    • ... three years to the day since the CME Bitcoin Futures launch
    • Did the CME futures pop the 2017 Bitcoin bubble?
    • We screwed up with our take on the MSTR bond offering
    • We revisit the MSTR convertible note
    • Who is buying the MSTR fixed income offering?
    • Coinbase inches towards an IPO
    • ErisX introduces sports-based futures contracts
    • Why onions aren't a commodity
    • Bitcoin values are American values

    Content mentioned:

    • Nic in Coindesk, Nationalizing Stablecoins Won't Improve Financial Access

    Amber Scott (Outlier Canada) on crypto-bank relationships in Canada (EP.158) Dec 14, 2020
    Show notes

    Compliance expert Amber Scott joins the show to explain why crypto-firms are systematically excluded from the bank sector in Canada. In this episode:

    • Our objective in launching a series on bank suppression of the crypto industry
    • The current bank landscape in Canada
    • Why crypto firms struggle to get access to banking in Canada
    • Why money transmitters face a more burdensome treatment from banks
    • What derisking is and why it is so common
    • Whether MSBs and crypto firms deserve the treatment they get from banks
    • Why derisking often forces crypto firms into using grey market payment processors, exposing them to the risk of fraud
    • The underlying reasons for reluctance on the part of banks to bank crypto firms
    • Why informal guidance from regulators is so critical
    • How US regulations are structurally imported into Canada
    • How a service provider called Central One imports US policy for thousands of credit unions

    Follow Amber on Twitter and learn more about Outlier Canada.


    Weekly Roundup 12/11/20 (What's Treasury up to?, MSTR's bond offering, would the STABLE act kill Dunkin?) EP.157 Dec 11, 2020
    Show notes

    Nic and Matt return to cover an avalanche of news and deals. In this episode:

    • Blockstack's transmutation
    • Bitso raises $62m
    • Matt breaks down the Microstrategy bond offering
    • Mass Mutual buys $100m worth of Bitcoin through NYDIG
    • A bipartisan group of Representatives asked Jay Clayton for clarity on broker dealer custody for cryptoassets
    • The looming crackdown on noncustodial wallets from Treasury
    • The effect of requiring transactional metadata for on-chain transactions
    • More comments on the STABLE Act
    • Matt's plan to primary Stephen Lynch via Dunkin talkin points
    • Would the STABLE Act kill Dunkin Donuts?
    • Why Bitcoin is pristine collateral
    • Fidelity Digital Assets partners up with BlockFi for Bitcoin-backed loans
    • Bitwise launches their index fund
    • Square goes carbon neutral
    • Standard Chartered launches a crypto trading service
    • Singapore's DBS bank launches a crypto exchange
    • Paxos and BitPay file for national bank charters
    • The Financial Times changes their tune on BTC
    • Our call for data portability legislation

    Muneeb Ali (Blockstack) on Bitcoin-based Smart Contracts (EP.156) Dec 09, 2020
    Show notes

    Muneeb Ali, cofounder of Blockstack, joins the show to talk about the launch of Stacks 2.0 and its evolution from a securities offering to a freely tradable instrument in the U.S.

    • New developments with Stacks and a novel legal opinion
    • What constitutes sufficient decentralization and how Blockstack took cues from regulators
    • Why Blockstack felt empowered to list their token on public US exchanges
    • The current state of Blockstack governance
    • Reflections on Ethereum's purported transmutation
    • How Blockstack did the first reg A+ securities offering for a cryptoasset
    • Why securities registration is worthwhile for token issuance
    • Whether the SEC disclosure framework is suitable for the issuance of a token
    • Alternative disclosure and securities offering frameworks for registered token issuance
    • Whether Blockstack was willing to treat Stacks as a security in perpetuity
    • Why security tokens haven't taken off in the US so far
    • The evolution from Stacks 1.0 to Stacks 2.0, and the differences between the two
    • Why Blockstack chose to build on Bitcoin, and how they managed to do so in an efficient manner
    • Why Blockstack chose not to build a distinct chain in its own right
    • Why Bitcoin's inflexibility as a base layer makes it a suitable underlying protocol
    • How Muneeb thinks about Stacks value accrual
    • Blockstack's transaction-based consensus mechanism relying on Bitcoin
    • Why Blockstack chose not to use OP_RETURN
    • The relationship between Blockstack usage and BTC value accrual
    • Muneeb's response to the criticism of their regulated token issuance model

    Key readings:

    • Wilson Sonsini's Summary of Memorandum Regarding the Status of the Stacks Tokens Upon Adoption of Stacks Blockchain 2.0

    Sponsor notes:

    Withum is a forward-thinking, technology-driven advisory and accounting firm committed to helping our clients be more profitable, efficient and productive in today's complex business environment. Our Digital Currency group is proud to partner with members of the cryptocurrency community. Get to know us at withum.com/crypto.


    Mustafa Yilham (Bixin) on the industrial Bitcoin miner perspective (EP.155) Dec 07, 2020
    Show notes

    Mustafa Yilham, VP of global business development at Bixin, joins the show. Bixin is an early Asia-based Bitcoin miner; they operate a popular wallet app, and they run a Bitcoin-denominated quant fund of funds. We cover prevailing myths around industrial Bitcoin mining and the reality of sourcing energy at competitive prices for mining. In this episode:

    • The story behind Bixin's Bitcoin-denominated quant fund
    • How Bixin's fund of fund employs a Bitcoin benchmark
    • Why Bixin as a firm is not market neutral and does not hedge their mining operation
    • Whether miners have a procyclical or countercyclical effect on the price of Bitcoin
    • Whether or not miners are fundamentally long Bitcoin
    • The key considerations for finding a good source of electricity for mining
    • Why Central Asia, Russia, and North America are promising locations for mining
    • Why Mustafa expects more hashpower to end up in North America in the near term
    • The factors leading Mustafa to expect less hashrate concentration in China in the future
    • Whether the CBECI mining map is a reliable guide to where mining is located
    • Miner attitudes to Iran and OFAC
    • Current electricity prices required to competitively mine
    • What sold out hardware means for the price of Bitcoin
    • Was the hashrate drop earlier this year was due to the seasonal migration of hashpower in China?
    • Bixin's approach to seasonal electricity costs
    • Whether the withdrawal issues at Okex and Huobi prevented miners from selling and 'caused' the recent Bitcoin rally
    • Mustafa's take on the "China controls Bitcoin" narrative
    • Why Bitcoin mining is getting progressively more decentralized
    • Why Bitcoin miners are positively disposed towards Bitcoin
    • Whether Bixin plans to support Taproot
    • Mustafa's view on who controls Bitcoin
    • Mustafa's experiences in Turkey and why it is so popular there
    • Why central asian and post-Soviet households like gold

    Sponsor notes:

    Withum is a forward-thinking, technology-driven advisory and accounting firm committed to helping our clients be more profitable, efficient and productive in today's complex business environment. Our Digital Currency group is proud to partner with members of the cryptocurrency community. Get to know us at withum.com/crypto.


    Weekly Roundup 12/04/20 (The Dastardly STABLE Act, USDC partners with Visa, Larry Fink evolves on Bitcoin) (EP.154) Dec 04, 2020
    Show notes

    In this week's episode, Nic and Matt torch the STABLE Act cosponsored by their local representative Stephen Lynch (MA-8). Also covered:

    • Stephen Lynch and Rashida Tlaib's STABLE Act
    • What the STABLE Act requires of fintech providers hosting user balances
    • What stablecoin issuers are not like banks
    • Why the STABLE Act would be disastrous for competition in the Fintech space
    • Why the moral positioning for the bill is internally inconsistent
    • The prospects for the STABLE Act
    • Why legislation like the STABLE Act will likely become
    • USDC partners with Visa, and what it means for the industry
    • Why the USDC-Visa partnership solves a critical issue that the industry has had for years
    • BlockFi announces a Bitcoin-back credit card
    • Larry Fink starts to shift his tone on Bitcoin
    • Garry Cohn's bizarre new Bitcoin critique
    • Our takeaways from the BCAP Bitcoin survey
    • Will Bitcoin outlive the Euro?

    Content mentioned in this episode:

    • Spencer Bogart, Bitcoin is (Still) a Demographic Mega-Trend
    • Niall Ferguson, Bitcoin Is Winning the Covid-19 Monetary Revolution
    • The STABLE Act press release
    • Coin Center, The Unintended (?) Consequences of the STABLE Act

    Mathias Imbach (Sygnum Bank) on the importance of crypto banking (EP.153) Dec 02, 2020
    Show notes

    Mathias Imbach, cofounder and CEO of Sygnum Singapore, joins the show. In this episode:

    • How Mathias came to cofound Sygnum
    • The state of affairs in Crypto Valley in Switzerland today
    • Why crypto banks are necessary and useful
    • Why the company is split – cofounders, offices, and investors – between Zurich and Singapore
    • Why Switzerland and Singapore are suitable venues for a crypto bank
    • The case for convergence between traditional financial infrastructure and the crypto industry
    • Sygnum's product lineup
    • Current regulatory attitudes towards the crypto industry in Switzerland in Singapore
    • How Sygnum compares with the entities receiving crypto-focused bank charters in the U.S.
    • Switzerland's treatment of the Travel Rule for crypto exchanges
    • The current state of EU regulations for crypto service providers
    • How Sygnum created a tokenized Swiss Franc backed directly by central bank liabilities
    • Differences between tokenized base money and a state-issued CBDC
    • Mathias' explanations for the renewed enthusiasm for Bitcoin in the market
    • Why Bitcoin and gold decoupled earlier this year – and how Bitcoin stopped being a rates bet
    • How Sygnum's clients are an indication of the changing nature of Bitcoin investors

    Pelle Brændgaard (Notabene) on how crypto service providers are dealing with the Travel Rule (EP.152) Nov 30, 2020
    Show notes

    Pelle Brændgaard, the cofounder and CEO of Notabene, an enterprise software company building compliance tools to enable trusted cryptoasset transactions between financial services firms, joins the show. In this episode we discuss:

    • Pelle's early work in distributed systems and pre-bitcoin cyber-cash projects
    • His path to cofounding Uport and his views on decentralized identity systems
    • The vision of Notabene how the firm is addressing the compliance needs of financial institutions and crypto exchanges and brokerages
    • His views on the travel rule and how this will impact market participants
    • The unhosted/hosted wallets debate

    Learn more about Notabene here.

    Sponsor notes:

    Withum is a forward-thinking, technology-driven advisory and accounting firm committed to helping our clients be more profitable, efficient and productive in today's complex business environment. Our Digital Currency group is proud to partner with members of the cryptocurrency community. Get to know us at withum.com/crypto.


    Weekly Roundup 11/27/20 (What we are thankful for, USDC in Venezuela, is GBTC behind the rally?) (EP.151) Nov 27, 2020
    Show notes

    Nic and Matt return with a special Thanksgiving issue of OTB. In this episode:

    • How Castle Island VC was almost Brink VC
    • The difference between financialized walled-garden gold and its Bitcoin equivalent
    • How USDC is being used in Venezuela via AirTM
    • How stablecoins are now tools of geopolitical power projection
    • Vaneck lanches an ETN on the Deutsche Bourse
    • Is GBTC the cause of the rally
    • The OCC proposes fair access to banking services
    • A few people and organizations that we're thankful for
      • Chaincode Labs
      • Bitcoin Optech
      • Greg Schvey and Adam Ludwin
      • Caitlin Long
      • John Pfeffer
      • Fidelity Digital Assets
      • Coin Center
      • Three Arrows and CMS Holdings
    • Should thanksgiving turkey trots be cancelled?

    Content mentioned in this episode:

    • Jeremy Rubin's collegiate BTC sweater
    • Adventures in Capitalism, Why this Reflexive Ponzi Scheme will Continue
    • Office of the Comptroller of the Currency, Proposed Rule Would Ensure Fair Access to Bank Services, Capital, and Credit

    Sponsor notes:

    Withum is a forward-thinking, technology-driven advisory and accounting firm committed to helping our clients be more profitable, efficient and productive in today's complex business environment. Our Digital Currency group is proud to partner with members of the cryptocurrency community. Get to know us at withum.com/crypto.


    John Newbery (Brink) on funding Bitcoin development (EP.150) Nov 24, 2020
    Show notes

    John Newbery, Bitcoin Core developer and founder of Bitcoin Optech, announces an independent nonprofit organization to support Bitcoin development, Brink. Donate here.

    In this episode, we discuss the formation and mandate of Brink, as well as the developer funding context that we find ourselves in. Covered in the episode:

    • John Newbery's core developer story and how he came to found Brink
    • Why John left Chaincode and struck out on his own
    • Brink's mandate and foundational purpose
    • Lessons learned from the Bitcoin Foundation
    • The future of Bitcoin Optech
    • The state of funding for Bitcoin development
    • The accessibility of Bitcoin protocol development today
    • Does the existence of financial incentives cannibalize the intrinsic motivation to work on open source?
    • Why John works on Bitcoin
    • Why ossification might be more remote than we expect
    • Whether Bitcoin's developer funding model exposes it to corporate capture
    • The political implications of Bitcoin having a sole reference implementation
    • The importance of distinguishing the validation element of Bitcoin Core from the other components
    • Is Bitcoin protocol dev meritocratic or technocratic?
    • Why the structurelessness of Bitcoin core dev raises the barriers to entry
    • Is Bitcoin protocol development adequately funded right now?
    • Does developer funding equate to influence in the Bitcoin protocol development
    • The dispersion of Bitcoin protocol development influence

    Content mentioned in this episode:

    • Joseph Jacks on On The Brink
    • Bitmex Research, Who Funds Bitcoin Development?
    • Nic Carter in Coindesk, Bitcoin's Patronage System is an Unheralded Strength

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