# Gordon Wintrob

> Gordon Wintrob is a seed investor at WTW (San Francisco) backing Software and FinTech. See 12 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [WTW](https://shizune.co/investors/profile/wtw-b20f)
- Location: San Francisco, United States
- Total investments: 12
- Last investment: Jul 2024
- Lead investor: 0%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/gwintrob/
- Website: https://x.com/gwintrob
- Facebook: https://www.facebook.com/gwintrob

Gordon Wintrob is a seed investor at WTW in San Francisco focused on Software and FinTech. Gordon Wintrob is based out of London, England, and is the Head of AI Acceleration of WTW. Gordon previously worked at StackLead. Gordon Wintrob attended Massachusetts Institute of Technology.

## Round sizes

| Stage | Round size |
| --- | --- |
| Seed | $400k–$14M |
| Angel | $2M–$2M |

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Software | 5 | 42% |
| FinTech | 4 | 33% |
| Analytics | 3 | 25% |
| InsurTech | 3 | 25% |
| SaaS | 2 | 17% |

33 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Seed | 8 | 67% |
| Angel | 2 | 17% |
| Series B | 1 | 8% |
| Funding Round | 1 | 8% |

### Country

| Country | Investments | Share |
| --- | --- | --- |
| United States | 9 | 75% |
| United Kingdom | 1 | 8% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Rillet | Rillet is an AI-native ERP that automates accounting for complex revenue models, allowing for fast book closings and providing a reliable source of truth. The solution covers the full spectrum of accounting and finance needs, including customer invoicing, GAAP-compliant revenue recognition, automated bank reconciliations, accrual-based expenserecognition, real-time SaaS metrics, and other analytics capabilities. Rillet covers multiple entities, geographies, and currencies and allows for consolidated multi-currency reportin,g all embedded within one platform. | $13.5M |  | Jul 29, 2024 |  |
| Rillet | Rillet is an AI-native ERP that automates accounting for complex revenue models, allowing for fast book closings and providing a reliable source of truth. The solution covers the full spectrum of accounting and finance needs, including customer invoicing, GAAP-compliant revenue recognition, automated bank reconciliations, accrual-based expenserecognition, real-time SaaS metrics, and other analytics capabilities. Rillet covers multiple entities, geographies, and currencies and allows for consolidated multi-currency reportin,g all embedded within one platform. | $13.5M | Seed | Jul 29, 2024 |  |
| Vial | Vial was founded to execute on a mission to reimagine clinical trials by delivering faster and more efficient trials for sponsors. Vial’s powerful technology platform delivers faster, more efficient trials that are up to 50% cheaper. | $67M | Series B | Nov 30, 2022 |  |
| Sensible | Sensible is a document orchestration platform that transforms documents into structured data. The platform's infrastructure uses AWS to provide robust scalability and performance. Multi-region deployment and SLAs for enterprise customers. Sensible is accessing data in documents is as simple as calling an API. With Sensible's documentquery language, SenseML, they can avoid the complexities and headaches of PDF parsing. | $6.5M | Seed | Nov 17, 2022 |  |
| Center | center.dev is a multi-chain, high-performance NFT API designed with speed and developer productivity in mind. | $11M | Seed | Jul 28, 2022 |  |
| Canvas | Canvas is a collaborative data exploration tool that helps modern business teams make decisions without SQL. | $2M | Angel | Jan 28, 2022 |  |
| Supernova | Supernova harnesses the power of AI and design to enable wealth managers, investors and financial advisors to leverage data for better allocation, client-centric experiences and compliance with (new) regulation. This way, we are illuminating the sustainable investing universe for a new generation of owners. | $2M | Angel | Jan 28, 2022 |  |
| Sensible Weather | Sensible Weather is a climate risk technology company that is de-risking weather for travelers and travel partners. It offers a partner-branded Weather Guarantee service that automatically reimburses travelers when bad weather impacts their in-trip experience through its proprietary climate data and risk analytics platform that calculates WeatherGuarantee pricing in real-time, generates new revenue for partners, and enhances experiences for travelers. | $400K | Seed | Dec 13, 2021 |  |
| Ascend | Ascend is a modern, all-in-one payments solution purpose-built for insurance. We automate insurance payments end-to-end — from online customer payments including premium financing to the distribution of commissions and carrier payables. We help digital distributors sell more insurance by simplifying operations, reducing payment friction anddelivering the modern checkout experience customers expect. | $5.5M | Seed | Sep 15, 2021 |  |
| Anzen | Anzen is a management insurance and operations tool using real-time HRIS and SaaS integrations to identify and avoid management risks. The company was founded in 2020 and is headquartered in San Francisco, California, United States. |  | Seed | Aug 25, 2021 |  |

10 of 12 investments shown.

## Co-investors
- [First Round Capital](https://shizune.co/investors/profile/first-round-capital) — VC Fund, 3 deals together
- [General Catalyst](https://shizune.co/investors/profile/general-catalyst-partners) — VC Fund, 3 deals together
- [Susa Ventures](https://shizune.co/investors/profile/susa-ventures) — VC Fund, 3 deals together
- [BoxGroup](https://shizune.co/investors/profile/boxgroup) — VC Fund, 2 deals together
- [Creandum](https://shizune.co/investors/profile/creandum) — VC Fund, 2 deals together
- [Go Global Ventures](https://shizune.co/investors/profile/go-global-ventures) — VC Fund, 2 deals together

## About WTW

VC Fund · London, United Kingdom

WTW provides data-driven, insight-led solutions in the areas of people, risk, and capital.

5 contacts available at WTW.

| Name | Title | Profile |
| --- | --- | --- |
| Gordon Wintrob | Head of AI Acceleration | https://shizune.co/investors/profile/gordon-wintrob |
| Carl Hess | CEO | https://shizune.co/investors/profile/carl-hess |
| Imran Basheer | Associate Director | https://shizune.co/investors/profile/imran-basheer |
| John Firth | Senior Director | https://shizune.co/investors/profile/john-firth-a3da |
| Robin Sowers | Director of Employee Experience | https://shizune.co/investors/profile/robin-sowers |

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## FAQ

### What does Gordon Wintrob invest in?

Gordon Wintrob invests primarily in Software, FinTech and Analytics startups, most often at Seed and Angel stage. Most of the 12 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 Gordon Wintrob's check size?

Gordon Wintrob typically joins rounds of $400k–$14M at Seed and $2M–$2M at Angel. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Gordon Wintrob participates in.

### When did Gordon Wintrob last invest?

The most recent investment recorded for Gordon Wintrob closed in Jul 2024. Shizune tracks 12 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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