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Jonathan Selby - Founder Shield

Jonathan Selby

Technology Practice Lead

With his years as a Long Island Broker, Jonathan blends the “old school” with fresh, tech-powered ideas. His commitment to turning over one more stone reassures us that we can pursue the perfect insurance fit for our clients, regardless of their challenges in the Digital World. The sky is the limit when humans and tech collaborate responsibly.

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Articles by Jonathan Selby

Safeguard Your AI: Essential Insurance for Generative Businesses
July 10 •

Safeguard Your AI: Essential Insurance for Generative Businesses

Generative AI is on the rise, but so are the risks. Standard insurance won’t cut it. Get the scoop on specialized generative AI insurance to empower innovation without fear. We cover everything from copyright clashes to data breaches, so your business can stay protected.

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July 3 •

How to Switch PEOs: A Comprehensive Guide for a Seamless Transition

Considering switching PEOs? This comprehensive guide walks you through the process of how to switch PEOs for a smooth transition, minimizing disruption for your business.

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June 12 •

Generative AI: Legal Landscape, Key Lawsuits, & Risk Mitigation Strategies

Your generative AI company is the IT thing nowadays, so it’s work knowing legal risk mitigation strategies to stay succcessful and keep your business away from lawsuits.

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May 22 •

Emerging Risks for the AI Industry and How to Prepare

From bias to security breaches, the future of AI is bright but not without challenges. This post explores emerging risks threatening the AI industry and equips you with strategies to mitigate them.

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Jonathan Selby In the Media

How Legacy Tech is Stalling Mid-Market AI Adoption

March 17, 2026  •   Play Interview

The Uninsurable Algorithm: Why Carriers Are Flinching at AI Risk

February 4, 2026  •   Read Article

Fintech Meets Banking: Navigating the Risks and Rewards of Hybrid Finance

June 24, 2025  •   Read Article

‘Karoshi’: The Silent Phenomenon That Can Harm Your Health And Career

June 1, 2025  •   Read Article

Authored FAQs by Jonathan Selby

What Are Common Exclusions On a Cyber Liability Policy?

Claims that should be covered by other insurance, such as: • Bodily injury/property damage (BI/PD): should be covered by GL, property, workers comp, employers liability. • Products liability: should be covered by…

0 4 2 years ago Posted in Cyber

Authored Definitions