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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

Agentic Commerce: The Future of E-Commerce With AI Agents
April 22 •

Agentic Commerce: The Future of E-Commerce With AI Agents

Agentic e-commerce is proliferating, and the benefits are intense! Here are insights for founders using AI agents in their scaling plans, from redefining the shopping experience to facing digital risks.

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April 16 •

Cloud Computing Insurance Guide: How Secure Is Your Data In the Cloud?

How secure is your data in the cloud? Cloud security, compliance, and insurance: Essential strategies for cloud computing companies to mitigate risks.

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March 20 •

Cyber Security Tips for Founders: Hackers Are Coming — Are You Ready?

Cyber threats endanger startups. Learn key cyber security tips to protect your business from financial loss, reputational damage, and legal liabilities. Implement strong defenses now.

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February 26 •

Level Up Your E-Commerce With Live Social Shopping: A Go-To Guide

Live social shopping is changing the face of e-commerce. Discover the benefits, risks, and best practices for success in this emerging trend.

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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