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On The Brink with Castle Island

Castle Island Ventures
Bitcoin
Web3
Ethereum
Coinbase
Decentralization
Blockchain Technology
Stablecoins
Cryptocurrency
Crypto
Bitcoin ETF
Capsule
CASA
Dynamic
Tether
Artificial Intelligence
Fileverse
Elizabeth Warren
Grayscale
Layer Two Roll-Ups
Fairshake PAC

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

PublishesDailyEpisodes697Founded6 years ago
Number of ListenersCategories
BusinessInvestingTechnology

Listen to this Podcast

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Latest Episodes

Matt and Nic are back with another week of news and deals. In this episode:

• Quantum risk again

• Are banks filled with spooks?

• The trouble with Taproot addresses

• Microstrategy's dollar reserve

• Kalshi is going on chain

• Prediction ma... more

Stepan, founder of Squads, sits down with Wyatt on today's episode. In this discussion:

• Squads' evolution from a DeFi-facing product to servicing a broader range of companies' asset treasury needs.

• What are the pain points of local small-medi... more

Matt and Nic record a special Thanksgiving episode of OTB. In this episode:

• What's the deal with deep fried turkeys?

• Polymarket gets CTFC approval

• Klarna is launching a stablecoin on Tempo

• Upbit is hacked

• Berachain drama

• Tether g... more

Matt and Nic are back for another week of news and deals. In this episode:

• Is Quantum FUD causing Bitcoin to sell off?

• Ray Dalio is worry about Quantum

• Scott Aaronson is worried about quantum computing

• Vitalik is worried about quantum more

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Recent Guests

Stepan Simkin
Founder of Squads
Squads
Episode: Stepan Simkin (Squads) on Stablecoin-Powered Financial Services (EP.688)
Keone Hon
Co-founder of the Monad Foundation
Monad Foundation
Episode: Keone Hon (Monad Foundation) on Blockchains Built to Scale (EP.683)
Giovanni Vignone
Founder of Octane Security
Octane Security
Episode: Giovanni Vignone (Octane Security) on Protecting Onchain Assets (EP.682)
Scott Bessent
Noted currency trader involved in Argentine peso trading
Episode: Weekly Roundup 10/31/25 (DATs selling coins, prediction market problems, Bessent's pesos) (EP.681)
Pelle Braendgaard
Co-founder and CEO of Notabene
Notabene
Episode: Pelle Braendgaard on the Notabene Flow payments platform (EP.674)
Steve Pack
Co-founder of RockSolid protocol
RockSolid
Episode: Ben Ward & Steven Pack (RockSolid) on DeFi Vaults (EP.671)
Ben Ward
Co-founder of RockSolid protocol
RockSolid
Episode: Ben Ward & Steven Pack (RockSolid) on DeFi Vaults (EP.671)
Walt Smith
Investor and thought leader in the Bitcoin and crypto space
Standard Crypto
Episode: Walt Smith (Standard Crypto) on VC Investing in Bitcoin (EP.666)
Austin Federa
Co-founder of DoubleZero
DoubleZero
Episode: Austin Federa (DoubleZero) on Building a Better Internet (EP.664)

Hosts

Matt Walsh
Co-host and Partner at Castle Island Ventures, focusing on investments in blockchain and crypto technologies.
Nic Carter
Co-host and Partner at Castle Island Ventures, known for his expertise in blockchain and cryptocurrency analysis.

Reviews

4.8 out of 5 stars from 558 ratings
  • What happened to you being vocal about the “bad boys”??

    The way you’ve flipped the pancake on the bad actors in your industry and inability to call out the grift going on by the White House is hugely disappointing. CZ gets pardoned and you call this “controversial”?? Your listeners have longer memories.

    Apple Podcasts
    2
    notageek99
    United States2 months ago
  • Used to be good

    bleh

    Apple Podcasts
    4
    kfixbwhdisa
    United States4 months ago
  • Used to be good

    Nic’s amoral embrace of all things AI strikes me as particularly soulless. And shameless. Very useful to him no doubt but on the human level, appalling. I am disgusted.

    Apple Podcasts
    1
    kfixbwhdisa
    United States7 months ago
  • Solid information

    I’ve really grown into Nic and Matt and am a big fan of their delivery.

    Very consistent, nic is definitely my favorite crypto “ journalist “

    Apple Podcasts
    5
    xxflightbenefitsxx
    United States8 months ago
  • Like the show, but you guys sometimes go into areas you don’t know anything about

    I really enjoy your podcast. I do. But, I find it is interesting that you guys are veering into politics because one person is pandering to you. Can’t believe you didn’t watch the last debate and you are commenting on it. Really?

    You are doing the exact same thing you criticize mainstream media for. It’s pretty clear you are just riffing based on something you’ve heard second or third hand and it makes you guys seem less credible. Do better and follow your own advice.

    Jan 6 is disqualifying b... more

    Apple Podcasts
    4
    Jack-222
    United Statesa year ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Listeners appreciate the variety of guests and expert insights provided.
Criticism often arises regarding the hosts' tangents into politics and their analyses' perceived biases.
Hosts balance humor with deep dives into financial topics, keeping the energy engaging.
Insightful market updates that are both entertaining and informative.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

Stepan Simkin (Squads) on Stablecoin-Powered Financial Services (EP.688)
Q: What makes them come to you guys?
Businesses seek Out Squads for better stablecoin management and simplified financial operations.
Giovanni Vignone (Octane Security) on Protecting Onchain Assets (EP.682)
Q: How important is it that security is a day one thought?
It will be cheaper for you to approach this from day one, even though you don't think it is.
Giovanni Vignone (Octane Security) on Protecting Onchain Assets (EP.682)
Q: Where do you guys sit in a stack or in a platform of offerings that a protocol might put into place?
We actually like to think of ourselves as a holistic solution from the pre-deployment standpoint, focusing on continuous vulnerability analysis.
Giovanni Vignone (Octane Security) on Protecting Onchain Assets (EP.682)
Q: What do people not know or get wrong about security and crypto currently?
There's a lot of things that go into security, especially in the crypto ecosystem, mainly because the risk profile in this space is probably the highest out of any space I've ever seen.
Keone Hon (Monad Foundation) on Blockchains Built to Scale (EP.683)
Q: Can you speak to why and how you guys think about decentralization? Why do you think it's important?
Building decentralized systems prevents arbitrary decisions that could affect trading and provides a clear set of rules for users.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

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Frequently Asked Questions About On The Brink with Castle Island

What is On The Brink with Castle Island about and what kind of topics does it cover?

Focused on the ever-evolving world of blockchain technology and cryptocurrency, this podcast features in-depth discussions on recent developments, market predictions, and critical issues facing the financial technology landscape. The hosts frequently engage with leading experts, covering essential topics such as stablecoins, decentralized finance, and the potential implications of quantum computing on cryptocurrency security. Unique to this series, there is a blend of insightful market analysis with a light-hearted tone, making it accessible to both seasoned investors and newcomers to the space.

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These podcasts share a similar audience with On The Brink with Castle Island:

1. Empire
2. Unchained
3. The Breakdown
4. Bankless
5. The Pomp Podcast

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On The Brink with Castle Island launched 6 years ago and published 697 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on On The Brink with Castle Island?

Recent guests on On The Brink with Castle Island include:

1. Stepan Simkin
2. Keone Hon
3. Giovanni Vignone
4. Scott Bessent
5. Pelle Braendgaard
6. Steve Pack
7. Ben Ward
8. Walt Smith

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