Greenlight Reinsurance
VC Fund
George Town, Cayman Islands
Greenlight Reinsurance is a VC fund in George Town focused on Insurance and InsurTech. Greenlight Re (www.greenlightre.ky) is a specialist property and casualty reinsurance company based in the Cayman Islands and Ireland. The company provides a variety of custom-tailored reinsurance solutions to the insurance, risk retention group, captive and financial marketplaces. Established in 2004, Greenlight Re selectively offers customizedreinsurance solutions in markets where capacity and alternatives are limited. With a focus on deriving superior returns from both sides of the balance sheet, Greenlight Re's assets are managed according to a value-oriented, equity-focused strategy that complements the Company's business goal of long-term growth in book value per share.
- Total investments:
- 41
- Last investment:
- Lead investor:
- 32%
Last updated:
For AI agents: llms.txt
Industries Greenlight Reinsurance invests in
Stages Greenlight Reinsurance invests in
Countries Greenlight Reinsurance invests in
Round sizes
Contacts
| Name | Phone | Socials | |
|---|---|---|---|
Round size
- Seed
- $1.7M–$7M
- Series A
- $1.4M–$14M
- Series B
- $16M–$40M
Investment Focus
Industry
- Insurance 23 (56%)
- InsurTech 18 (44%)
- Financial Services 12 (29%)
- FinTech 7 (17%)
- Software 5 (12%)
Stage
- Seed 23 (56%)
- Series A 6 (15%)
- Series B 3 (7%)
- Pre-Seed 2 (5%)
- Funding Round 2 (5%)
Country
- United States 23 (56%)
- Canada 3 (7%)
- Australia 2 (5%)
- Finland 1 (2%)
- Germany 1 (2%)
Team
| Name | Title | Investments | Links | |
|---|---|---|---|---|
Brian O'Reilly
Head Of Innovation
|
Head Of Innovation | Total investments: 1 | Find email | |
Neil Greenspan
Chief Financial Officer
|
Chief Financial Officer | Total investments: 0 | Find email | |
Simon Burton
CEO
|
CEO | Total investments: 7 | Find email | |
Tom Curnock
Chief Risk Officer
|
Chief Risk Officer | Total investments: 0 | Find email |
Investments
| Company | Description | Round | Links |
|---|---|---|---|
| Summit is an insurance brokerage and risk management agency that specializes in providing bespoke insurance and risk management solutions to businesses. | $7.5M / Series A / Dec 02, 2025 | ||
| Bluefields Specialty Insurance builds profitable, curated insurance programs for underserved and overlooked specialty markets. | $15M / Venture - Series Unknown / Oct 23, 2025 | ||
| Vivere Partners is a specialty insurance company focused on tailored insurance policies. | $7.5M / Series A / Apr 03, 2025 | ||
| inRev is a surety bond underwriter that uses proprietary technology, data, and AI to underwrite profitable surety premium. | $3.8M / Seed / Jan 19, 2025 | ||
| District Cover takes a data-driven approach to understanding city-based businesses' risk profiles and creates tailored insurance policies for small businesses. We exist to ensure brokers and small businesses can rely on consistent access to insurance solutions that empower continued growth. Our proprietary, non-admitted commercial insuranceproduct provides a new solution as existing options become harder to get, less relevant, and more expensive. | $7M / Seed / Jul 23, 2024 | ||
| Armilla AI is a governance platform that enables algorithmic accountability to drive ethical decisions with transparency.The platform utilizes algorithmic accountability for tracking and governance and allows models to be tested in a matter of hours, vetting both the models themselves and the underlying datasets, helping clients by providingcontinuous monitoring of ongoing performance, accuracy, and algorithmic accountability by detecting errors. | $4.5M / Seed / Feb 15, 2024 | ||
| Shepherd is an Insurtech that offers tech-enabled insurance for commercial construction. | $13.5M / Series A / Feb 07, 2024 | ||
| MIC Global is a full-stack digital micro-insurance company that provides embedded micro-insurance products and underwriting solutions. | $6M / Seed / Jan 25, 2024 | ||
| MIC Global is a full-stack embedded micro insurance provider purpose-built to transform the insurance industry by reimagining and integrating simple and relevant insurance products that provide protection for people so that they can provide for their families and recover swiftly. We were founded with an aspirational goal to help close the insuranceprotection gap by providing inclusive and affordable insurance to people and to support them in their time of need. | $6M / Seed / Jan 25, 2024 | ||
| Assureful provides a variety of commercial insurance products such as merchants cover, supersellers, and aggregators CGL. | $1.5M / Pre-Seed / Oct 26, 2023 | ||
| See all 41 investments → | |||
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FAQ
What does Greenlight Reinsurance invest in?
Greenlight Reinsurance invests primarily in Insurance, InsurTech and Financial Services startups, most often at Seed and Series A stage. Most of the 41 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.
What is Greenlight Reinsurance's check size?
Greenlight Reinsurance typically joins rounds of $1.7M–$7M at Seed, $1.4M–$14M at Series A and $16M–$40M at Series B. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Greenlight Reinsurance participates in.
How do I contact Greenlight Reinsurance?
Public channels for Greenlight Reinsurance include LinkedIn, X (Twitter) and the website linked on this profile. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.
Who are the partners at Greenlight Reinsurance?
The team at Greenlight Reinsurance includes Brian O'Reilly (Head Of Innovation), Neil Greenspan (Chief Financial Officer) and Simon Burton (CEO). The Team section lists each member with their title, investment count and links.
Is Shizune's investor data accurate?
Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Oct 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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