# Jeremiah (Jeremy) Gall

> Jeremiah (Jeremy) Gall is the Boston-based founder and CEO of Breezeway and a co-founder and former COO of FlipKey. After studying economics at Boston College and earning a law degree at the University of Connecticut, he worked as a corporate lawyer before building businesses in vacation rentals. His work at Breezeway focuses on coordinating property preparation, maintenance, and guest service. He has also invested in Drizly and advised Getaway.

- **Role:** Founder and CEO at Breezeway
- **Organizations:** Breezeway, FlipKey, Drizly, Getaway
- **Education:** Degree in Economics, Boston College, Juris Doctor (JD), University of Connecticut School of Law
- **Known for:** Co-founded FlipKey and served as COO before its acquisition by Tripadvisor., Founded and leads Breezeway, which reported more than 3,500 clients and over 265,000 properties across 85 countries in March 2026., Breezeway announced a strategic growth investment led by Resurgens Technology Partners in March 2026.

## Career timeline

- **1996** — Graduated from Boston College with a degree in economics; participated in varsity crew.
- **—** — Earned a JD at the University of Connecticut School of Law and worked as a corporate lawyer before FlipKey.
- **2006** — Began the FlipKey chapter; his published biographies date its founding to 2006.
- **—** — Served as FlipKey co-founder and COO; the company was acquired by Tripadvisor.
- **2016** — Founded Breezeway according to his Boston College and founder biographies; the company’s 2026 press release dates founding to 2017.
- **2017** — Koryn Okey joined Breezeway as its first hire, following early conference conversations.
- **2022** — Returned to Boston College for a virtual Shea Center entrepreneurship talk.
- **2026** — Continued as CEO as Breezeway announced a Resurgens-led strategic investment.

## Achievements

- Co-founded FlipKey and served as COO before its acquisition by Tripadvisor.
- Founded and leads Breezeway, which reported more than 3,500 clients and over 265,000 properties across 85 countries in March 2026.
- Breezeway announced a strategic growth investment led by Resurgens Technology Partners in March 2026.
- Investor in Drizly, as documented by Boston College.

## Latest updates

- **2026-08** — Appeared on Alex & Annie to discuss vacation rental operations, service expectations, and technology.
- **2026-03** — Breezeway announced a strategic investment led by Resurgens Technology Partners; its announcement reported 3,500+ clients and 265,000+ properties across 85 countries.
- **2026-03** — Discussed the investment and hospitality AI on Good Morning Hospitality with Wil Slickers.

## Links

- Website: https://www.breezeway.io/
- LinkedIn: https://www.linkedin.com/in/jeremiahgall/

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Profile page: https://yespress.io/jeremy-gall
Published by YesPress — https://yespress.io
Last updated: 2026-10-27