The Shepherd Blog
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Engineering & Product
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The Evolution of Shepherd’s Rules Engine
Inside Shepherd's Generative Rules Engine
Sierra Costanza
Software Engineer
April 2, 2026
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Press
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Axios: Construction insurtech Shepherd raises $42M
Infrastructure spending tied to AI is creating new demand for faster underwriting.
March 24, 2026
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Engineering & Product
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Behind Our Series B: The Road to Autonomous Underwriting
Our vision for fully agentic underwriting and the road to get there.
Mo Mahallawy
Co-Founder & CTO
March 24, 2026
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Company Announcements
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Behind Our Series B: AI's Physical Layer, and Why We Just Raised $42M to Insure It
Read more from Shepherd's CEO about what's behind our $42M Series B led by Intact.
Justin Levine
Co-Founder & CEO
March 24, 2026
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Designing Nova: Shepherd's AI Engine
Esme Nava
Software Engineer
March 18, 2026
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Engineering & Product
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Nova, Shepherd's AI Assistant
How Shepherd scales underwriting with a bespoke AI assistant named Nova.
Dmitry Zolotaryov
Software Engineer
March 10, 2026
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Engineering & Product
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Building the Bloomberg Terminal for Commercial Insurance
Most insurers rent their operating system. We built ours and turned it into a Bloomberg Terminal for commercial risk.
Danil Kolesnikov
Founding Engineer
February 19, 2026
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Engineering & Product
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Your Evals Don't Matter
Prajwal Nellogi
Software Engineer
February 12, 2026
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Efficiency Is a Dead End
Why autonomy is the real promise of AI at work
Avi Banerjee
Founding Engineer
February 10, 2026
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Design Engineering at Shepherd
Where product thinking, design craft, and code execution meet.
Esme Nava
Software Engineer
February 5, 2026
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