Luke Rosa

Luke Rosa is Co-Founder of Hedge Specialty, an AI-native specialty insurance company that helps brokers find faster and better coverage for hard-to-place commercial risks.
Luke studied Economics at the University of Chicago and previously served as Head of Scaled Systems at Traba, a Series A startup backed by Founders Fund and Khosla Ventures.
At Traba, Luke pioneered the replacement of manual workflows with AI agents, overseeing $20MM+ in revenue and demonstrating that human-heavy operations can be rebuilt around intelligent automation.
Luke co-founded Hedge Specialty in 2026 alongside Luke Button, bringing together deep operational expertise in AI-driven systems and a shared vision to modernize the specialty insurance brokerage space.
Hedge Specialty is already partnering with some of the fastest-growing brokerages in the market, using AI agents paired with underwriting to accelerate quote delivery and reduce overhead in a sector where competitors still spend nearly 60% of revenue on salaries.
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Luke Rosa

Company(s)
Industry
Fintech