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Jonathan Selby - Founder Shield

Jonathan Selby

Technology Practice Lead

Jonathan Selby is the Technology Practice Lead and Managing Director at the Innovation Practice of The Baldwin Group. A veteran of the team since 2016, he leverages a decade of brokerage experience to deliver high-level risk strategy for global high-growth companies. When he’s not scaling client portfolios, Jonathan is likely mastering the basketball court or the chessboard. 

Hired and Non-Owned Auto Insurance Property Insurance Directors & Officer’s Insurance Employment Practices Liability Insurance Errors & Omissions Insurance Cyber Insurance
"I firmly believe automation should handle our paperwork, but never our partnerships. I love leveraging technology to move faster, but when it comes to solving a complex risk, nothing replaces picking up the phone and having a real conversation to find the right path forward."
University of Maryland

BS in Economics

14

Years of Experience

Key Industries
  • Technology
  • Emerging Markets

Featured In

American Banker
Insurance Edge
Startup Beat
Cyber Risk Management Podcast
Startup Nation
PPAI
11FS - Insurtech Insider

Articles by Jonathan Selby

Generative AI: Legal Landscape, Key Lawsuits, & Risk Mitigation Strategies
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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May 16 •

5 Recent Business Insurance Trends to Watch

The business world is constantly evolving, and the insurance industry is no exception. Here are business insurance trends we’ve seen surface recently.

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March 13 •

Cyber Insurance Pricing Trends 2024

Uncertain about cyber insurance costs in 2024? Our article explores pricing trends, expert predictions on rate increases, and strategies to potentially reduce your cyber insurance premium.

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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