Full Episodes · 2026-06-26 · 31 min
Introduction Most carriers are still running underwriting on policy admin systems built three decades ago - stitched together through a hundred acquisitions and never designed to work with AI. Federato is betting the only way to fix that is to replace it entirely. William Steenbergen is the co-founder and CTO of Federato, the first AI-native platform built to cover the full commercial insurance policy lifecycle. He started in reinforcement learning research before spending five months in a cabin in Idaho interviewing underwriters until he understood the problem well enough to build a solution. Federato has since raised $100 million from Goldman Sachs and is now live across commercial lines from SMB to large enterprise. In this conversation, Josh Hollander and Steenbergen dig into why bolting AI onto legacy systems keeps failing, what the underwriting workflow looks like inside an AI-native platform, and why Federato has started turning away customers who aren't ready to make the full switch.
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