specialty-insurance
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Aparna Sarin Is Putting the Customer Inside the Revenue Equation
After building products for small-business owners, the former Capital One and American Express executive has taken on a broader experiment at Hiscox: joining customer insight, product, distribution and growth in one job.
Sivan Iram
Sivan Iram is the co-founder and CEO of Flow (Flow Specialty), a Mountain View-based next-generation wholesale brokerage that uses GenAI and licensed human experts to automate specialty commercial insurance placement. A former software engineer turned operator with a Harvard MBA, he spent a decade writing code and running go-to-market at Lenovo before starting Flow in 2021 to bring enterprise-grade service to the small and mid-market accounts the industry had long ignored. Flow has raised roughly $20-25M led by Lightspeed Venture Partners.
Gage Caligaris
Gage Caligaris is the founder and CEO of Ledgebrook, a tech-enabled managing general agent (MGA) modernizing the Excess and Surplus (E&S) specialty insurance market. A Harvard-trained applied mathematician and former Barclays commodity derivatives trader, he spent eight-plus years as an actuary at Liberty Mutual, where he became the fastest person ever to pass the Casualty Actuarial exams and later scaled a new-mobility products line from under $50M to over $450M in gross written premium. He founded Ledgebrook in 2022 to pair modern engineering with deep insurance expertise, reaching a $100M run rate in under two years and raising an oversubscribed $65M Series C in 2025. In 2026 he was named an EY Entrepreneur Of The Year New England Award winner.
William Ross
William Ross is the CEO and Co-Founder of Federato, an AI-native insurance technology company that has raised $180M including a $100M Series D led by Goldman Sachs. A Stanford-trained researcher who published wildfire modeling research at NeurIPS 2021, Ross left a career spanning IBM Watson and Venrock to build what the industry calls a 'RiskOps' platform - bringing portfolio-level intelligence to daily underwriting decisions across the $1 trillion+ P&C and specialty insurance market. Federato's revenues tripled year-over-year and the platform now powers insurers managing hundreds of millions in gross written premiums.