Castle Island Ventures

On The Brink with Castle Island

Business EN ↓ 737 episodes

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

Author

Castle Island Ventures

Category

Business

Podcast website

castleisland.libsyn.com

Latest episode

Jul 10, 2026

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Episodes

Weekly Roundup 03/10/23 (Silvergate wind-down, NYAG comes after ETH, more bank runs) (EP.405) 10.03.2023

Matt and Nic are back for another tumultuous week of news and deals. In this episode:  Nic's Vespa crisis FTX crime family update Grayscale's oral arguments go well against the SEC in the GBTC case Binance. US wins the right to buy the Voyager assets in court NYAG sues Kucoin and alleges that ETH is a security Silvergate is undergoing an orderly wind-down of the bank Why did Silvergate really coll...

Rob Hamilton (AnchorWatch) on Ordinals and Miniscript (EP.404) 08.03.2023

Rob Hamilton , the founder and CEO of AnchorWatch joins the show. In this episode we discuss: Rob's career journey and path to finding Bitcoin. The origins of miniscript and how Rob started to build in this area. The potential applicability for miniscript to the custody market. The current state of bitcoin core development. Ordinals and how Rob started to get involved in this project. The future a...

Michael Gronager (Chainalysis) on Building a Blockchain Analytics Juggernaut (EP.403) 06.03.2023

Chainalysis CEO and co-founder Michael Gronager joins us for an episode chronicling the rise of the blockchain analytics firm. In this episode:  Michael's origin story and how he went from helping build Kraken to founding Chainalysis Responding to early market pull from the public sector when building products Responding to criticism around privacy vs. anonymity  Building the Crypto Adoption Index...

Weekly Roundup 03/03/23 (Silvergate in trouble, Oasis hacks back, Regulation by Blog Post) (EP.402) 03.03.2023

Matt and Nic are back for news and deals of the week. In this episode:  Is Yuga Labs' NFT collection on Bitcoin genuine? Will the environmentalist attacks on PoW move to other industries? FTX' Nishad Singh pleads guilty Ramnik Aurora maxed out donations to George Santos Silvergate is in trouble Why concentration risk makes it difficult for smaller banks to bank crypto firms UK banks are curtailing...

Matt Cutler (Blocknative) on block building and the economics of MEV (EP.401) 27.02.2023

We host Matt Cutler, CEO and co-founder of Blocknative, in this episode to discuss the intricacies of block building and his thoughts on the future of MEV. We cover: The phenomenon of certain block builders subsidizing transactions The requirements for operating a competitive block builder Margins required for sustainable block building MEV redistribution and balancing interests of users vs. valid...

Weekly Roundup 02/24/23 (SEC vs Terra, Stables as Securities, the CoinBASE L2) (Ep.400) 24.02.2023

Matt and Nic are back for the 400th episode of OTB! In this roundup:  Nic's Vespa story More on Ordinals Is embedding non-economic data in Bitcoin Satoshi's vision? How Ordinals accelerates efficiency improvements in Bitcoin More FTX crime family news SBF is hit with four new criminal charges Augustin Cartens claims that crypto has lost the battle against fiat NYAG vs Coinex The SEC alleges that U...

Casey Rodarmor on Ordinals, Inscriptions, and Digital Property Rights (EP.399) 22.02.2023

Bitcoin developer Casey Rodarmor joins us to talk ordinals, inscriptions, and digital collectibles on Bitcoin. In this episode: What is an ordinal? Why the name? The history of ordinals and inscriptions How does ordinal theory work exactly? How to participate in ordinals and do you need Ord The interaction between inscriptions and Bitcoin fees Should inscriptions be compressed? How should this hap...

Ray Hindi & Jake Lynch (L1 Digital) on Crypto Funds, RWAs and DAOs (EP.398) 20.02.2023

Ray Hindi and Jake Lynch of L1 Digital join the show. In this episode we discuss: L1 Digital's origin story and early path into the crypto ecosystem. The firm's approach to investing in managers and making direct investment. The evolution of crypto funds including views on structure, strategy, focus. The fundraising landscape – how pensions/larger pools of capital think about crypto investing. Vie...

Weekly Roundup 02/17/23 (BUSD Wells notice, Howey vs Reves, the SEC's custody guidance) (EP.397) 17.02.2023

Matt and Nic return for another week of news and deals. In this episode:  Is peak FUD in? Is this the 'custody rule rally'? OTB is keeping the deals of the week House is probing the connections between FTX and the SEC SBF is banned from using a VPN Is SBF a secret sports fan? SBF's bail cosigners are unmasked SBF VC investors are hit with a class action lawsuit SEC sends Paxos a Wells notice Circl...

Weekly Roundup 03/10/23 (Choke Point 2.0, staking in the crosshairs, ordinals take off) (EP.396) 10.02.2023

Matt and Nic return for another week of news and deals. In this episode:  Kraken winds down their staking as a service product The SEC asks all staking as a service providers to register Does 3rd party staking pass all of the prongs of Howey? The FT's article on the final days of FTX Did the FTX executives leave the labradoodles in the Bahamas? Ordinals are bringing NFT enthusiasts to Bitcoin Matt...

Josh Benaron (Bundlr) on the Importance of Permanent Storage and Provenance (EP.395) 06.02.2023

In this episode, we were joined by Josh Benaron, founder of Bundlr, a scaling protocol built on top of Arweave. Josh shares his views on: Censorship resistant and permanent storage The importance of provenance in attributing and distributing value Why Arweave's approach to decentralized storage is elegant How Bundlr addresses trade offs in Arweave and makes it more usable Follow Josh Benaron  here...

Weekly Roundup 02/03/23 (Ordinals frenzy, Charlie Munger, Tether truthers are back) (EP.394) 03.02.2023

Matt and Nic return for another week of news and deals. In this episode:  Nic's Proof of Reserves for Policymakers Charlie Munger attacks crypto The academic Tether truthers are back We unveil a new bad boy New allegations about Celsius surface The problem with exchange tokens How do you retire a token? The paradox of issuing tokens via an offshore foundation SBF is allegedly tampering with witnes...

Julien Niset (Argent) on Improving Self Custody with Account Abstraction (EP.393) 30.01.2023

We host Julien Niset , co-founder of Argent in this episode on account abstract and smart contract wallets. We cover: Building the first smart contract wallet on Ethereum Why smart contract wallets improve the non-custodial experience Standardizing contract wallet implementations on L1s retroactively and on L2s natively Comparing and contrasting contract wallets and MPC (multi-party computation) w...

Weekly Roundup 01/27/23 (Modulo Capital, PoR legislation, Tungsten mounts a comeback ) (EP.392) 27.01.2023

Matt and Nic return for another week of news and deals. In this episode:  Is there a socially optimal level of vigilantism  What's the deal with Modulo Capital?  SBF's mother and brothers are now in the crosshairs Matt and Nic hash our VR vs AR Ted Cruz asks cafeterias in the Capitol to accept bitcoin  Texas introduces Proof of Reserve legislation  What's North Korea's endgame with all their hacke...

Maneesh Gandhi & Michael Liddy (Evanston Capital) on The Institutional Allocator Landscape (EP.391) 25.01.2023

Maneesh Gandhi and Michael Liddy of Evanston Capital join the show. In this episode we discuss: Evanston Capital's history and thoughts on the blockchain ecosystem Their views on the current market environment and how this crypto cycle compares to others The evolution of the crypto venture landscape and how Evanston Capital thinks about crypto venture structures Thoughts on the FTX collapse and it...

Dhruv Patel and Himanshu Sahay (Arch) on Building a New Alternative Lender (EP.390) 23.01.2023

Arch cofounders Dhruv Patel and Himanshu Sahay   Arch coming out of stealth Key lessons learned from the crypto lending crisis Arch's differentiated offering within crypto and other alternative assets Leveraging crypto rails to build a lender of the future Using experience at top technology companies to build a superior consumer product Learn more at Archlending.com and on Twitter

Weekly Roundup 01/20/23 (DOJ takes down Bitzlato, loyalty point inflation, FTX US still solvent?) (EP.389) 20.01.2023

Matt and Nic return for another week of news and deals. In this episode:  What's going on with our merch? Nic's pitch for pickleball What's the deal with the leaked GTX pitch deck? What happened at CoinFLEX? Our conspiracy about GTX What's the latest with the FTX crime family Will FTX or FTX.US be relaunched? SBF says FTX.US is still solvent DOJ takes down Bizlato Genesis is exploring a bankruptcy...

Tony Scuderi (Imperii) on Crypto Banking and Advisory (EP.388) 18.01.2023

Tony Scuderi , the founder of Imperii Partners joins the show. In this episode we discuss: The investment banking landscape for crypto/blockchain companies. How the fundraising environment is evolving in 2023. The impact of FTX on the broader market. How companies backed by FTX are taking action. The M&A landscape. Common pitfalls that founders make when selling their business. To learn more about...

Luuk Strijers (Deribit) on a New Model for Proof of Reserves (EP.387) 17.01.2023

Deribit Chief Commercial Officer Luuk Strijers joins the show to talk about their new Proof of Reserve rollout . In this episode:  Why Deribit decided to do a PoR  What were the considerations going into it? What made Deribit cautious about the procedure? Which PoRs did Deribit look at for inspiration? Has Deribit received client feedback from the procedure so far? How does Deribit demonstrate ass...

Weekly Roundup 01/13/23 (Nexo raided, crypto charity boxing, DCG vs Gemini II) (EP.386) 13.01.2023

Matt and Nic return for another week of news and deals. In this episode:  What's happening with Proof of Reserves? Will BTC and ETH have another fee crisis? Nishad Singh has met with the SDNY in a proffer session The SEC is investigating VC funds that invested in FTX FTX debtors and the Bahamas announced a  cooperation agreement FTX  announced  that it has recovered over $5 billion in assets thus...

Weekly Roundup 01/06/23 (DCG vs Gemini, SBF's plea, India's crypto framework) (EP.385) 06.01.2023

Matt and Nic return for another week of news and deals. In this episode:  A call for on-chain archeology Nic's scuppered NYE plans More news from the FTX crime family Who is SBF's mystery bail benefactor? SBF pleads not guilty SBF is prohibited from moving further FTX/Alameda assets SBF had four meetings with White House staffers regarding pandemic preparedness New inductees into the Bad Boys club...

Weekly Roundup 12/30/22 (Avi Eisenberg arrest, weather affects the hashrate, our predictions for 2023) (EP.384) 30.12.2022

Nic and Matt return for another week of news and deals. In this episode:  Galaxy acquires the Helios miner facility from Argo Consolidating in the miner space  A new bad boy bursts onto the scene  Avraham Eisenberg is arrested in Puerto Rico  Should it be illegal to exploit defi contracts, even if you reach an agreement with the DAO? Craig Wright's case against Peter McCormack SBF is slated to ent...

Weekly Roundup 12/23/22 (Caroline pleads, SBF is extradited, Visa's autopayments) (EP.383) 23.12.2022

Matt and Nic return for another week of news and deals. In this episode:  Are stablecoins still a priority in DC? The rise of the FUDfluencer Sam agrees to be extradited Did the SDNY wait for Sam to be extradited to release Caroline's plea deal? Alameda was siphoning FTX funds from day 1 What's the deal with Modulo Capital? Is Gerald Cotten back from the dead? Does Flashboys need a new chapter? Wh...

Rep. Tom Emmer (R-MN) on FTX, the SEC, and the House Crypto Agenda for 2023 (EP.382) 20.12.2022

Minnesota Representative and newly elected House Whip Tom Emmer joins the show for a discussion of the FTX fallout, the House hearings, the SEC's behavior throughout the process, and developments in the House looking ahead to 2023. Rep. Emmer's thoughts on the House hearing with John Ray How the FTX collapse was about a failure of centralization How the timing of the SBF arrest was not coincidenta...

Weekly Roundup 12/16/22 (SBF Arrest, Binance's 'Bank run', Gensler, FTX, and IEX) (EP.381) 16.12.2022

Matt and Nic are back for another wild week of news and deals. In this episode:  Is SBF currently interned in a top 5 prison on earth? SBF is finally arrested We enumerate the charges from the SEC, CFTC, and DOJ What kind of sentence could Sam be looking at here? The CFTC's interesting argument for standing over FTX SBF is charged is campaign finance violations Confirming that Alameda did have lat...

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