On The Brink with Castle Island

Latest Episodes:

Simon Forster and Duncan Trenholme (TP ICAP) on Crypto Market Structure (EP.421) May 02, 2023

Show notes

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

Weekly Roundup 04/28/23 (First Republic in trouble, Hong Kong embraces crypto, did crypto cause the banking crisis?) (EP.420) Apr 28, 2023

Show notes

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.

Weekly Roundup 04/21/23 (Harberger taxes, SEC v Bittrex, stablecoin hearing) (EP.419) Apr 21, 2023

Show notes

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

Dan Tapiero on Growth Investing in 2023 (EP.418) Apr 19, 2023

Show notes

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

Eric Wall on Eric's Orb (EP.417) Apr 17, 2023

Show notes

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.