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Deep Dive 2

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Broker and colleagues discussing agentic AI insurance quoting workflow
Agentic AI Insurance Quoting Goes Live for Thimble

September 28, 2026

Thimble and Bold Penguin launched agentic AI insurance quoting for small businesses on September 25, 2026. Their systems can now discover, communicate and execute quoting tasks with each other on their own, using what the companies call agent-to-agent AI. Thimble, owned by Arch Capital Group, sells flexible insurance to small businesses and independent professionals. Bold