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Cayman Islands

South America · Pop. 74K

A public taster of the full Cayman Islands ecosystem on Dealroom — request a demo for live deal flow, founder pedigrees, AI-talent maps, and the full cap table for every company below.

1 Overview

81 Pool of Funded Startups
New Startups
18 Annual Startups FoundedAll new ventures
7 Annual Startups FundedReceived investment
get funded 41%
59Startups
9 Pre-Seed Startups$100K–1M
22 Seed Startups$1–4M
28 Series A Startups$4–15M
17Breakouts
11 Series B Breakouts$15–40M
6 Series C Breakouts$40–100M
5Scaleups
3 Mega Scaleups$100–250M
reach Mega 3.7%
2 Mega+ Scaleups$250M+
reach Mega+ 2.5%
5Valuation Outcomes
5 Unicorns($1–10B valuation)
reach Unicorn 6.2%
Pre-Seed
9
Seed
22
Series A
28
Series B
11
Series C
6
Unicorn
5

* Conversion rates are derived from current counts.

2 Largest rounds

Largest funding rounds in Cayman Islands

A live treemap of $15M+ rounds from the Dealroom API. Each cell is one round into a Cayman Islands-headquartered company, grouped by Dealroom sector.

Largest rounds in Cayman Islands - 2026

Every $15M+ VC round into Cayman Islands-headquartered companies in 2026, grouped by Dealroom sector.
- rounds · - raised
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3 VC investment

How much venture capital flows into Cayman Islands

VC investment into Cayman Islands-headquartered, VC-backed companies, broken down by round size, company location, sector and funding stage.

4 Academia

Cayman Islands's academic flywheel

Companies founded by university alumni or spun out of research, plus the institutions producing the most founders tied to Cayman Islands.

University-linked startup formation
3
University spinouts
2
Total alumni-founded companies
1
Of which startups (<$15M raised)
1
Breakouts ($15M-100M)

5 Location comparison

How Cayman Islands stacks up

Compare Cayman Islands with similarly sized ecosystems in South America — switch between combined EV, 5-year EV growth, and a growth × size view. Expand the table for the full ranking.

Colombia
$21.1B
Chile
$17.8B
El Salvador
$12.6B
Cayman Islands
$10.8B
British Virgin Islands
$5.9B
Uruguay
$4.6B

Combined enterprise value of each ecosystem.

6 Premium analytics

What we don't show on this page (yet)

Sector breakdowns, founder origins, AI-talent leaderboards and live deal flow are gated to logged-in Dealroom users. Book a demo to access the full Cayman Islands dataset — or see a sample on the Dealroom app.

Sector breakdown
Where Cayman Islands's unicorns concentrate
Fintech
AI / Enterprise SW
Health Tech
Biotech
Cybersecurity
Consumer
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Capital autonomy
Cayman Islands's domestic vs foreign capital mix
% domestic VC by stage
Cross-border lead investors
Sovereign-fund participation
Foreign-LP exposure
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Recent momentum
Cayman Islands's VC investment trajectory by stage
2024 vs 2025 by stage
Round-size trends
Stage-conversion deltas
Quarterly velocity
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Founder origins
Where Cayman Islands's startup founders come from
By country of origin
Per capita
Top universities
Top alumni-factory companies
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AI talent
Top employers of AI talent in Cayman Islands
Core AI roles
Frontier AI roles
YoY hiring growth
Senior + lead engineers
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Deal flow
Live deal flow & funding rounds in Cayman Islands
New rounds last 30 days
Stage breakdown
Active investors
Round-size trends
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More data

Explore Dealroom data →
Region South America Continent / region · #18 region by EV Country Brazil South America · Pop. 212M · #13 startup ecosystem by EV Country Argentina South America · Pop. 45.7M · #18 startup ecosystem by EV Country Mexico South America · Pop. 130.9M · #32 startup ecosystem by EV Country Colombia South America · Pop. 52.9M · #41 startup ecosystem by EV

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Live company-by-company deal flow, full cap tables, founder pedigrees, hiring signals and revenue trajectories.

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