Jonathan Spry
Co-founder/leader at Envelop Risk focused on AI-driven underwriting and data-driven reinsurance solutions; known for building algorithmic underwriting with a 'no data, no deal' discipline and early adoption of ML and LLM techniques in underwriting.
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Feb 8, 2026 • 15min
Automated underwriting: a pioneer’s perspective (393)
Marek Shafer, Vave leader in cyber underwriting; Tom Squires, AEGIS/Opal insurance executive who digitised US property products; Jonathan Spry, Envelop Risk co-founder building AI-driven underwriting. They discuss where automation actually adds edge, why complex risks often benefit most from algorithmic approaches, platform and data discipline lessons, and how generative AI and specialist underwriters reshape underwriting workflows.
