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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

Live Social Shopping: The Future of E-Commerce?
February 5 •

Live Social Shopping: The Future of E-Commerce?

Live social shopping is transforming how brands connect with customers. Learn how this interactive approach drives e-commerce sales, builds community, and provides valuable customer insights.

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January 29 •

Technology Insurance Trends for 2024: A Retrospective Look & Expectations

Explore the evolving tech landscape in 2024, including AI advancements, economic shifts, and regulatory changes. Understand how these trends impact technology insurance needs, including cyber, E&O, and D&O coverage, and how to mitigate risks.

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January 22 •

Navigating the Complex Landscape of Privacy Regulation

Explore the crucial role of data privacy in today’s digital world. Learn about key regulations like GDPR and CCPA, understand the consequences of data breaches, and discover best practices for building trust and compliance within your organization.

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December 10 •

Cleantech Venture Capital: A Growing Trend

Cleantech venture capital is on the rise due to increasing climate concerns. Investors are backing innovative solutions like renewable energy, electric vehicles, and carbon capture. However, the sector faces challenges such as strict regulations and market volatility. Learn how to get your cleantech investor-ready.

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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