# Gregor Watson

> Gregor Watson is a Series A investor at Roofstock (Oakland) backing Hospitality and Real Estate. See 5 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Roofstock](https://shizune.co/investors/profile/roofstock)
- Location: Oakland, United States
- Total investments: 5
- Last investment: Sep 2022
- Lead investor: 60%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/gregor-watson-b5abb68/
- X (Twitter): https://twitter.com/gw_roofstock
- Website: https://x.com/gw_roofstock

Gregor Watson is a Series A investor at Roofstock in Oakland focused on Hospitality and Real Estate. Gregor Watson is the co-founder and chairman at Roofstock. He previously worked at 643 Capital Management as a Founder. Gregor Watson attended Regis University.

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Hospitality | 3 | 60% |
| Real Estate | 2 | 40% |
| Finance | 1 | 20% |
| Wedding | 1 | 20% |
| Mortgage | 1 | 20% |

11 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Series A | 4 | 80% |
| Series C | 1 | 20% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Carats & Cake | Carats & Cake is the first integrated marketing and sales solution for venues and property groups. Built by leaders from the worlds of hospitality, tech, finance, and marketing, Carats & Cake has cultivated nearly a decade of trust with best-in-class businesses. We connect our highly-engaged community with top venues, properties, andindustry professionals. | $10.6M | Series A | Sep 22, 2022 |  |
| Carats and Cake | Carats and Cake is a revenue optimization platform for the hospitality group that delivers solutions to wedding-focused businesses. | $10.6M | Series A | Sep 22, 2022 |  |
| ROH | ​ROH offers a cloud-based platform designed to streamline sales and financial operations within the hospitality industry. It integrates tools for workflow automation, payment processing, accounts receivable management, contract tracking, and data analytics, aiming to enhance collaboration among hotel sales and finance teams. The platform supportsvarious revenue streams, including group bookings, events, and leisure sales, and is utilized by a range of hospitality brands and operators. ROH's features include real-time revenue forecasting, automated payment tracking, and centralized management of booking documentation. Additionally, it provides customizable dashboards and mobile-friendly invoicing to assist in managing financial tasks efficiently. The platform is designed to integrate with existing property management systems, facilitating a cohesive operational workflow. | $10.6M | Series A | Sep 21, 2022 |  |
| Flock Homes | Flock converts individual rental property into fully passive, diversified shares in a pool of houses. | $26M | Series A | Mar 24, 2022 |  |
| Ribbon Home | Ribbon provides alternative home financing to make home ownership achievable by giving homeowners the freedom to buy before they sell, obtain a same-as-cash home loan, or buy even if they don't quite qualify for a conventional loan. Our financing programs are designed to give buyers greater certainty and enable real estate professionals toclose more deals. Today, as a division of Hurst Lending, we’re expanding that mission across the country — combining Ribbon’s buyer-empowerment platform with Hurst’s proven alternative home finance offers. Together, we help buyers, sellers, mortgage brokers, and agents succeed in today’s housing market with solutions designed for real people. | $150M | Series C | Sep 14, 2021 |  |

5 of 5 investments shown.

## Co-investors
- [Acrew Capital](https://shizune.co/investors/profile/acrew-capital) — VC Fund, 3 deals together
- [Argosy Capital](https://shizune.co/investors/profile/argosy-capital) — VC Fund, 3 deals together
- [Correlation Ventures](https://shizune.co/investors/profile/correlation-ventures) — VC Fund, 3 deals together
- [Founders Fund](https://shizune.co/investors/profile/founders-fund) — VC Fund, 3 deals together
- [GMO VenturePartners](https://shizune.co/investors/profile/gmo-venturepartners) — VC Fund, 3 deals together
- [SilverCircle](https://shizune.co/investors/profile/silvercircle) — VC Fund, 3 deals together

## About Roofstock

VC Fund · Oakland, United States

Roofstock is an online marketplace for investing in leased single-family rental homes in a transparent and low-friction way. The company provides its clients with research, analytics, and insights to evaluate and purchase independently certified properties at set prices. It enables its investors to treat their real estate investments more likestock portfolios, focusing on asset allocation, rather than researching, and buying vacant homes that need to be repaired and leased.Founded in 2015, Roofstock gets its funding from Bain Capital, Ron Conway, Khosla Ventures, Marc Benioff, and other investment companies. It is headquartered in Oakland, California.

5 contacts available at Roofstock.

| Name | Title | Profile |
| --- | --- | --- |
| Gary Beasley | CEO and Co-Founder | https://shizune.co/investors/profile/gary-beasley |
| Gregor Watson | Co-Founder & Chairman | https://shizune.co/investors/profile/gregor-watson |
| Jake Seid | Advisor | https://shizune.co/investors/profile/jake-seid |
| Amit Akhouri | VP, Engineering | https://shizune.co/investors/profile/amit-akhouri |
| Emil Shour | Growth Marketing | https://shizune.co/investors/profile/emil-shour |

## Similar investors

### Similar stage
- [Antler](https://shizune.co/investors/profile/antler-be9c) — VC Fund
- [Alumni Ventures](https://shizune.co/investors/profile/alumni-ventures-group) — VC Fund
- [General Catalyst](https://shizune.co/investors/profile/general-catalyst-partners) — VC Fund

## FAQ

### What does Gregor Watson invest in?

Gregor Watson invests primarily in Hospitality, Real Estate and Finance startups, most often at Series A and Series C stage. Most of the 5 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 Gregor Watson last invest?

The most recent investment recorded for Gregor Watson closed in Sep 2022. Shizune tracks 5 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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