# Dylan DiMarchi

> Dylan DiMarchi is the New York-based co-founder and CEO of Eventual, the company behind Premium Lock, a multi-year home insurance price guarantee. A Yale mechanical engineering and economics graduate and former Blackstone real estate investment professional, he also has a competitive sailing background that includes captaining Yale’s coed team.

- **Role:** Co-Founder & CEO at Eventual
- **Organizations:** Eventual, Blackstone, Yale University, Aerial Images Hawaii
- **Education:** BS in Mechanical Engineering and Economics, Yale University, Punahou School
- **Known for:** Yale coed sailing captain in spring and fall 2019., El Toro North American Champion., Two-time Hawaii C420 State Champion.

## Career timeline

- **Before 2016** — Founded Aerial Images Hawaii; won the El Toro North American Championship and two Hawaii C420 state championships.
- **2016–2020** — Appeared on Yale sailing rosters; served as coed captain in spring and fall 2019.
- **Before 2023** — Worked as a real estate investment professional at Blackstone.
- **2023** — Co-founded Eventual with Youssef Doss.
- **2025** — Announced $7.5 million in total Eventual funding across two rounds.
- **2026** — Announced Eventual’s integration with Ivans Bookroll.

## Achievements

- Yale coed sailing captain in spring and fall 2019.
- El Toro North American Champion.
- Two-time Hawaii C420 State Champion.
- Academic All-American, as listed on his LinkedIn education profile.
- Co-founded Eventual and announced $7.5 million in total funding in July 2025.

## Latest updates

- **2026-08** — Authored the August 13 announcement of Eventual’s Ivans Bookroll integration for bulk Premium Lock quoting.
- **2026-06** — Published a June 5 analysis of changing home insurance premiums across US states.
- **2025-12** — Announced a Canopy Connect integration on December 18; appeared on episode 304 of the Unstoppable Profit Podcast on December 13.

## Links

- LinkedIn: https://www.linkedin.com/in/dylandimarchi

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Profile page: https://yespress.io/dylan-dimarchi
Published by YesPress — https://yespress.io
Last updated: 2026-10-08