# Jonathan Crystal

> Jonathan Crystal is a seed investor at Crystal Venture Partners backing Insurance and Software. See 7 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Crystal Venture Partners](https://shizune.co/investors/profile/crystal-venture-partners)
- Location: New York, United States
- Total investments: 7
- Last investment: Feb 2026
- Lead investor: 0%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/jonathancrystal

Jonathan Crystal is a seed investor at Crystal Venture Partners in New York focused on Insurance and Software. Jonathan Crystal

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Insurance | 4 | 57% |
| Software | 3 | 43% |
| InsurTech | 3 | 43% |
| Artificial Intelligence | 3 | 43% |
| FinTech | 2 | 29% |

15 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Seed | 4 | 57% |
| Series A | 2 | 29% |
| Series B | 1 | 14% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Advance | Advance is a fintech company that offers a payments platform for insurance premiums. | $8.6M | Seed | Feb 05, 2026 |  |
| Comulate | Comulate provides AI-driven automation for accounting processes in insurance brokerage firms. Its platform manages tasks such as direct billing, cash application, carrier payables, and revenue integrity. The system extracts data from multiple sources, reconciles transactions with policy systems, and integrates with ledgers. It also identifiesdiscrepancies and generates variance reports. Comulate works with broker firms to improve efficiency in back-office financial operations. | $20M | Series B | Feb 11, 2025 |  |
| Sixfold AI | Sixfold AI is a generative artificial intelligence tool that is developed and educated to handle the most difficult problems in the insurance industry. The company provides AI-powered tools to underwriters. | $15M | Series A | Jun 05, 2024 |  |
| Delos Insurance | Delos is a digital property insurance provider for homeowners in catastrophe areas. Insurance is difficult to find in high risk regions; few insurers write in these areas and the ones that do are expensive and slow. One main cause for this problem is low resolution catastrophe models, which have caused regular insurers to pull out of high riskareas. Our team has extensive experience in data science and aerospace engineering and is creating new, higher-resolution catastrophe models. We use these models to create a new home risk rating system. We will also use our models to innovate on product, actively managing our client's risk and helping them prepare for their likely perils. | $7.3M | Seed | Sep 14, 2023 |  |
| Sixfold AI | Sixfold AI is a generative artificial intelligence tool that is developed and educated to handle the most difficult problems in the insurance industry. The company provides AI-powered tools to underwriters. | $6.5M | Seed | May 24, 2023 |  |
| Stream | Stream's revolutionizes the $50B workers' compensation industry through AI-powered solutions that reduce time, cost, and error in medical document management. Our products, built by former claims adjusters and insurance professionals, empower healthcare professionals, insurers, and attorneys to streamline manual document workflows. | $1.5M | Seed | Aug 22, 2022 |  |
| Better Agency | Better Agency is a platform that gives insurance agents a high-tech, easy-to-use solution for marketing, prospecting, sales, and retention. The company is headquartered in Mesa, Arizona, United States. | $8M | Series A | May 02, 2022 |  |

7 of 7 investments shown.

## Co-investors
- [Bessemer Venture Partners](https://shizune.co/investors/profile/bessemer-venture-partners) — VC Fund, 4 deals together
- [Bond](https://shizune.co/investors/profile/bond-57ec) — VC Fund, 2 deals together
- [Avanta Ventures](https://shizune.co/investors/profile/avanta-ventures) — VC Fund, 1 deal together
- [Blue Bear Capital](https://shizune.co/investors/profile/blue-bear-capital) — VC Fund, 1 deal together
- [Vesey Ventures](https://shizune.co/investors/profile/company-capital) — VC Fund, 1 deal together
- [DNX Ventures](https://shizune.co/investors/profile/dnx-ventures) — VC Fund, 1 deal together

## About Crystal Venture Partners

VC Fund · New York, United States

Crystal Venture Partners provides strategic advice and capital to early-stage companies driving long-term strategic change in the insurance industry.Our investments primarily fall into B2B categories: Technology companies developing infrastructure to facilitate the future of the insurance industrySoftware companies extracting & activatingrisk data to: reduce cost; improve underwriting, claims, and service outcomes; and/or increase transaction speedInsurance product manufacturers (MGA’s) leveraging proprietary data sets and advanced technologies to achieve sustainable underwriting and cost advantagesCompanies enabling the future of insurance distribution by enhancing customer experience, increasing producer productivity, and improving accessibility.

2 contacts available at Crystal Venture Partners.

| Name | Title | Profile |
| --- | --- | --- |
| Jonathan Crystal | Partner | https://shizune.co/investors/profile/jonathan-crystal-c9b9 |
| Stephen McGovern | Principal | https://shizune.co/investors/profile/stephen-mcgovern-0be9 |

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## Featured in investor lists
- [InsurTech Angel Investors in United States](https://shizune.co/investors/insurtech-angel-investors-united-states)

## FAQ

### What does Jonathan Crystal invest in?

Jonathan Crystal invests primarily in Insurance, Software and InsurTech startups, most often at Seed and Series A stage. Most of the 7 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### When did Jonathan Crystal last invest?

The most recent investment recorded for Jonathan Crystal closed in Feb 2026. Shizune tracks 7 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.

### 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 Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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