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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

Startup Risk Tips: How to Deal with Business Insurance Claims
April 20 •

Startup Risk Tips: How to Deal with Business Insurance Claims

You’re a homeowner; a car owner; a business owner. You have insurance, but when should you turn to your insurance for help? Will a duck quack “Aflac”? Will the Mayhem Man mimic an exact situation the common policyholder will encounter? Probably not. “I pay all this money for insurance, and as soon as I submit

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February 23 •

How to Get Auto Insurance for On-Demand Companies

Update: We’ve released a new whitepaper examining the Sharing Economy industry. We dive into the insurance landscape, legal climate and how to approach risk management for companies in this sector. You can download the report here! So you’re starting an on-demand company… The Basics Getting insurance in general can be a total pain (although we

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December 29 •

Entrepreneur’s Cheat Sheet: Intellectual Property Insurance

Intellectual property insurance: the basics Intellectual property insurance can be a huge asset to highly innovative companies.  These are the need-to-know basics of IP insurance coverage. Why you need it: You build things, write code, or otherwise create a product that could be infringing on an existing patent It’s realistic that an infringement lawsuit could

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November 20 •

The Top 2 Dangers of Portfolio Company Lawsuits

In our previous piece on Venture Capital Insurance, lawsuits from your employees and Employment Practices Liability Insurance (EPLI) took the spotlight.  This article focuses on the risks posed by portfolio companies.  For more info on how to protect your VC, take a look at our intro post, as well as our summaries of SEC investigations and lawsuits from

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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