# Jeffery Boyd

> Jeffery Boyd is a Series A investor at Brothers Brook backing Travel. See 12 investments, check sizes, portfolio and contact details. Updated Aug 2026.

- Type: Angel Investor
- Fund: Brothers Brook
- Location: Miami, United States
- Total investments: 12
- Last investment: Oct 2024
- Lead investor: 17%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/jeffery-boyd-901731a2
- Facebook: https://www.facebook.com/profile.php?id=1428939420

Jeffery Boyd is a Series A investor at Brothers Brook in Miami focused on Travel and Health Care. Jeffery H. Boyd is based out of New York, New York and is the Managing Director and Founder of Brothers Brook. Jeffery previously worked at Oscar Health as a Chairman. Jeffery H. Boyd attended Cornell Law School.

## Contacts

5 contacts available for Jeffery Boyd: work email, personal email, work phone, personal phone and socials. Sign up free to unlock them: https://app.shizune.co/sign-up/investor-profiles/find-email/jeffery-boyd?utm_source=investor_profile

## Round sizes

| Stage | Round size |
| --- | --- |
| Series A | $2M–$15M |
| Series B | $12M–$15M |

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Travel | 4 | 33% |
| Health Care | 3 | 25% |
| Internet | 2 | 17% |
| E-Commerce | 2 | 17% |
| Real Estate | 2 | 17% |

32 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Series A | 4 | 33% |
| Series B | 2 | 17% |
| Funding Round | 2 | 17% |
| Series G | 1 | 8% |
| Secondary Market | 1 | 8% |

6 stages tracked in total.

### Country

| Country | Investments | Share |
| --- | --- | --- |
| United States | 10 | 83% |
| Canada | 1 | 8% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Cruisebound | Cruisebound is a travel agency on a mission to make the joy of cruising available to the masses by simplifying the booking experience. | $13M | Series A | Oct 02, 2024 | https://www.cruisebound.com/landing |
| @hotel | Introducing @hotel - the pioneering Instagram-based Online Travel Agent (OTA) that is reshaping the way we engage with travel. With a robust community of over 50 million followers, we leverage the power of social commerce to bring our users unparalleled hotel deals across the globe's most sought-after destinations.We're not just abooking portal - we are architects of transformative experiences. Our mission is to rekindle our shared sense of curiosity, foster human connections, and create a global community united by the transformative power of travel. We believe that travel transcends boundaries and leaves an indelible impact on our lives—and we're here to facilitate that journey.At @hotel, we champion the concept of 'Radical Hospitality.' We treat each guest as an extension of our family, challenging the travel industry's complacency and offering a refreshingly exceptional customer service experience. Our dedicated team is committed to surpassing expectations, delivering personalized support that makes our guests feel genuinely cared for and valued. Our commitment to elevating the customer service experience is a critical differentiator for today's discerning traveler when it comes to choosing their booking platform of choice.We understand that the essence of travel is not just about reaching a destination, but about the journey itself. Join us at @hotel, where we're revolutionizing the travel landscape, one remarkable journey at a time. | $4M |  | Nov 29, 2023 | https://tripscout.co/ |
| Cruisebound | Cruisebound is a travel agency on a mission to make the joy of cruising available to the masses by simplifying the booking experience. | $10M | Series A | Jan 18, 2023 | https://www.cruisebound.com/landing |
| Plannin | Plannin is a travel booking platform that offers travelers tools and resources. | $1.8M | Venture - Series Unknown | Jan 01, 2023 | https://x.com/plannintravel |
| Bloomscape | Bloomscape is an online plant shopping platform that offers home ready plants and tools for plant care. The company makes buying plants easy by delivering ready-to-go plants to its customer's door. It is a DTC company with a mission to drastically improve the entire plant buying and care experience in every area of the home and garden. | $15M | Series B | Sep 30, 2020 | https://bloomscape.com/ |
| Truss | Truss is an online marketplace to help small and medium-sized business owners find, tour, and lease space. Its tech-enabled platform and its people help you find the right space for the best price in record time. Its technology enables business owners to find the right space confidently by comparing spaces in its marketplace. Truss also offersdedicated brokers who act as the point person throughout the seamless process. Plus, it is the only platform to offer price transparency for small business owners, which means that Truss is the only site to compare pricing on traditional office space and co-working space.Truss was established in 2016 and is based in Deerfield, Illinois. | $15.2M | Series A | Jan 17, 2019 | http://www.truss.co/ |
| connectRN | ConnectRN is a tech-enabled network built to improve clinicians' lives through access to community, opportunity, and support. It connects the nursing community with opportunities and each other to build a supportive and thriving network. | $8.5M |  | Jun 05, 2018 | https://www.connectrn.com/ |
| Sakara Life | Sakara Life is an organic meal delivery and healthy living company. Its meals are nutritionally-designed and based on whole food and plant-rich diet that includes fresh, superfood-rich, and delicious ingredients. It also offers organic snacks and specialty wellness products in our Clean Boutique. Sakara Life was founded in 2012 and is based inNew York, United States. | $4.8M | Series A | Jan 05, 2016 | https://www.sakara.com |
| CLEAR | CLEAR, the secure identity company, uses biometrics to build a connected world that’s smarter and more secure. It links identity with different information sets, including credit cards, tickets to the game, reservations, frequent flyer numbers, flight manifests, health care identification, driver's licenses, and passports. CLEAR's datasecurity framework meets the highest standards for performance and for protecting sensitive information — FISMA High- and SAFETY Act-certified by the Department of Homeland Security. CLEAR's users are always in control of their data and do not sell user information. CLEAR was founded by Caryn Seidman-Becker and Ken Cornick in November 2010 and is based in New York, United States. | $20M | Secondary Market | Oct 14, 2015 | http://www.clearme.com |
| Healthcare.com | HealthCare is an online health insurance company providing a data-driven shopping platform that helps American consumers enroll in individual health insurance and Medicare plans. HealthCare.com also develops and markets a portfolio of proprietary, direct-to-consumer health insurance, and supplemental insurance products under the name Pivot Health.Founded in 2014, the company is headquartered in New York City and is backed by PeopleFund and individual investors including current and former executives of Booking.com and Priceline. HealthCare.com is a 5-time honoree of the Inc. 5000 list of America’s fastest-growing companies. | $2M | Series A | Mar 06, 2015 | http://www.healthcare.com |

10 of 12 investments shown.

## Co-investors
- [Annox Capital](https://shizune.co/investors/profile/annox-capital) — VC Fund, 3 deals together
- [PAR Capital Management](https://shizune.co/investors/profile/par-capital-management) — VC Fund, 3 deals together
- [Flybridge](https://shizune.co/investors/profile/flybridge-capital) — VC Fund, 2 deals together
- [General Catalyst](https://shizune.co/investors/profile/general-catalyst-partners) — VC Fund, 2 deals together
- [Plug and Play](https://shizune.co/investors/profile/plug-and-play-ventures) — VC Fund, 2 deals together
- [T. Rowe Price](https://shizune.co/investors/profile/t-rowe-price) — VC Fund, 2 deals together

## About Brothers Brook

VC Fund · Stamford, United States

Brothers Brook, LLC is a private investment company that focuses on value-add investments in consumer internet and healthcare services businesses.

1 contacts available at Brothers Brook.

| Name | Title | Profile |
| --- | --- | --- |
| Jeffery Boyd | Managing Director and Founder | https://shizune.co/investors/profile/jeffery-boyd |

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## FAQ

### What does Jeffery Boyd invest in?

Jeffery Boyd invests primarily in Travel, Health Care and Internet startups, most often at Series A and Series B 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 Jeffery Boyd's check size?

Jeffery Boyd typically joins rounds of $2M–$15M at Series A and $12M–$15M 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 Jeffery Boyd participates in.

### How do I contact Jeffery Boyd?

Public channels for Jeffery Boyd include LinkedIn and Facebook. 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.

### When did Jeffery Boyd last invest?

The most recent investment recorded for Jeffery Boyd closed in Oct 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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