Mode VC
Massachusetts

Castle Island Ventures

Castle Island Ventures, based in Massachusetts, backs crypto and fintech startups at Seed and Series A, mostly leading rounds, with its latest $250M fund.

WebsitePortfolioPitch pageTeam page
Entry stageSeed, Series A
Check sizen/a
Leads roundsYes
FocusCrypto, Fintech
Latest fund$250M (2021)$250M — Castle Island Ventures III (2021)
Investing team6 peopleNo activity since Sep

Who you would pitch at Castle Island Ventures

6 people on the investing team, 4 of them partners who can make the call. Partners are listed first.

Matthew Walsh
Matthew WalshFounding PartnerHe previously served as a Vice President at Fidelity Investments.
Nic Carter
Nic CarterFounding PartnerHe co-founded Coin Metrics and holds degrees from the University of St Andrews and the University of Edinburgh.
Rich Sgalardi
Rich SgalardiGeneral PartnerHe previously held roles at Steadfast Financial and Admiral Capital.
Sean Judge
Sean JudgeGeneral PartnerHe previously worked at Highland Capital Partners, Pomona Capital, and Bank of America Merrill Lynch.
Henry Harris
Henry HarrisInvestorHe previously worked as a data scientist at BAM Elevate and an equity research analyst at M Science.
Wyatt Khosrowshahi
Wyatt KhosrowshahiInvestorFocus: infrastructure and applications using public blockchains.

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Check size not reported yet.

Bars: how many firms in the atlas report each band. Highlighted: this firm.

No recent activity since September 2026. Quiet does not mean closed.

Weekly count of activity updates. Activity is not a confirmed deal.

Before you pitch

How to reach them[email protected]

Notable investments

TRM LabsBitwiseTalosHidden RoadBabylonEreborYellow CardFelixGromaProject 11

In their words

Home - Castle Island VenturesCastle Island Ventures is a venture capital firm investing in public blockchain startups. Explore our mission and portfolio.castleisland.vc
Founders and investors at a Mode VC gathering

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Alert me when Castle Island Ventures is active

One email when this firm shows new activity. Nothing else.

Firms like Castle Island Ventures

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On these lists

Seed fintech investors in Massachusetts10Series A fintech investors in Massachusetts8Seed investors in United States2836Series A investors in United States1790Seed fintech investors225Series A fintech investors158Seed crypto investors131Seed investors in Massachusetts95

Questions

What stage does Castle Island Ventures invest in?

Castle Island Ventures reports entry at seed, series a.

How much does Castle Island Ventures invest?

Castle Island Ventures has not reported a check size.

Does Castle Island Ventures lead rounds?

Yes. Castle Island Ventures says it can lead.

Who are the partners at Castle Island Ventures?

Matthew Walsh (Founding Partner), Nic Carter (Founding Partner), Rich Sgalardi (General Partner), Sean Judge (General Partner).

Is Castle Island Ventures active right now?

No recent activity since September 2026.

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