# Matt Antoszyk

> Matt Antoszyk is the Boston-based co-founder and CEO of Herald, a commercial insurance technology company he started with childhood friend and former At-Bay colleague Duncan Crystal in 2021. A Yale computer science graduate and Harvard MBA, he previously worked at McKinsey and as At-Bay’s first product manager. His work at Herald has expanded from carrier API connectivity to AI-enabled insurance placement, including the 2025 acquisition of Babbix.

- **Role:** Co-founder and CEO at Herald
- **Organizations:** Herald, At-Bay, McKinsey & Company, Analysis Group, Camp Becket YMCA
- **Education:** Bachelor of Science in Computer Science, Yale University, Master of Business Administration, Harvard Business School
- **Known for:** Co-founded Herald in 2021., Helped build and distribute a cyber insurance API at At-Bay., Led Herald through an announced $8 million seed round in 2021 and $12 million Series A in 2024.

## Career timeline

- **2005–2006** — Attended Camp Becket as a camper; later returned as an aide and staff member.
- **2009–2012** — Worked on Camp Becket staff.
- **2013** — Summer analyst intern at Analysis Group.
- **2014–2017** — Business analyst at McKinsey & Company.
- **2017–2019** — Product manager at At-Bay; worked with Duncan Crystal on cyber insurance API development and distribution.
- **2021** — Co-founded Herald with Duncan Crystal; announced an $8 million seed round in December.
- **2024** — Herald closed a $12 million Series A co-led by Lightspeed and Brewer Lane Ventures.
- **2025** — Herald acquired Babbix and expanded into AI agents for insurance workflows.
- **2026** — Herald described its Intelligent Placement System and joined Guidewire’s Insurtech Vanguards program.

## Achievements

- Co-founded Herald in 2021.
- Helped build and distribute a cyber insurance API at At-Bay.
- Led Herald through an announced $8 million seed round in 2021 and $12 million Series A in 2024.
- Led Herald’s acquisition of Babbix in July 2025.

## Latest updates

- **2026-07** — Herald joined Guidewire’s Insurtech Vanguards program on July 15; Antoszyk described placement as the messy middle of brokerage operations.
- **2026-07** — Herald appointed former USI CIO Stew Gibson to its advisory board on July 16.
- **2026-03** — Herald explained its move toward strategic placement at scale and personalized AI rules for brokerages.
- **2025-08** — Discussed Herald’s AI expansion and founder lessons on The Lantern.
- **2025-07** — Herald acquired Babbix; Kim Mishra and David Elbaz joined to lead its new AI division.

## Links

- Website: https://www.heraldai.com/
- LinkedIn: https://www.linkedin.com/in/matthew-antoszyk/

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Profile page: https://yespress.io/matt-antoszyk
Published by YesPress — https://yespress.io
Last updated: 2026-10-25