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Ledgebrook | Funded Work

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Ledgebrook

Founded 2022

a Boston-based InsurTech developing AI-native technology for specialty insurance

Hiring Now — 9 Open Roles

Casualty Underwriter
Underwriting Support Analyst
Sr. Software Engineer, Test (Development Engineer Test)
AVP/VP, Specialty Pricing
Professional Liability Territory & Healthcare Lead (West)

See all 9 roles →

Funding Timeline

10/8/2026Unknown⚠Unverified$200M

Founders & Leadership

Gage Caligaris

CEO

Signals

open_rolesroles: 9career_page · 10/11/2026