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

Jonathan Selby - LinkedIn

"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

Years of Experience

Key Industries

Technology
Emerging Markets

Jonathan Selby specializes in bridging the gap between traditional risk management and the high-velocity world of tech innovation. As the Tech & Media Practice Lead at the Innovation Practice of The Baldwin Group, Jonathan oversees client strategy for a portfolio of the world’s most disruptive companies, ensuring their insurance programs evolve in lockstep with their product roadmaps.

Since joining the team in 2016, Jonathan has been a driving force in redefining how high-growth firms view risk. In an era where Agentic AI and autonomous systems are shifting liability from humans to code, Jonathan provides the critical oversight needed to protect company valuations. He has been instrumental in helping founders navigate the 2026 landscape of tightening AI governance and emerging cyber threats, moving beyond standard coverage to build a “Code, Content, and Compliance” framework.

His expertise spans the full spectrum of the tech lifecycle—from seed-stage startups securing their first D&O and Cyber policies to late-stage enterprises managing the complex E&O and Media Liability exposures of a global scale-up. By combining a traditional brokerage foundation with a tech-first approach, Jonathan helps companies navigate complex exposures with unparalleled clarity.

Outside the office, Jonathan stays sharp through competition, whether he’s executing a fast break on the basketball court or navigating a complex opening on the chessboard.

Featured In

American Banker

Insurance Edge

Startup Beat

Cyber Risk Management Podcast

Startup Nation

PPAI

11FS - Insurtech Insider

Articles by Jonathan Selby

September 18 • Intellectual Property

Techie v. Troll: The Dangers of Intellectual Property Lawsuits

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August 27 • EPLI

Employee Lawsuits: The Top 3 Risks Faced by VC’s

This is the fourth installment of Founder Shield’s VC-Focused series. Last week, we reviewed some examples of lawsuits from your investors and how you can protect yourself. Be sure to also check out our introductory post as well as our discussion of the impact of regulatory investigations and the insurance policies that will help you stay afloat when the SEC

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August 6 • Directors & Officers • EPLI

Venture Capital Insurance is an Investment, Not a Cost

This is the first of a series of articles we will be posting about the world of venture capital insurance.

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Jonathan Selby In the Media

Jonathan Selby

Technology Practice Lead

Featured In

Articles by Jonathan Selby

Techie v. Troll: The Dangers of Intellectual Property Lawsuits

Employee Lawsuits: The Top 3 Risks Faced by VC’s

Venture Capital Insurance is an Investment, Not a Cost

Jonathan Selby In the Media

How Legacy Tech is Stalling Mid-Market AI Adoption

The Uninsurable Algorithm: Why Carriers Are Flinching at AI Risk

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

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

Authored FAQs by Jonathan Selby

What Factors Determine the Cost of Cyber Liability Insurance?

What Are Common Exclusions On a Cyber Liability Policy?

What Are Common Coverage Enhancements On a Cyber Liability Policy?

Authored Definitions