Supply Chain Decoded | Feat. Taylor Walker & Michael Kennedy, Loadsure

Insurance might not be the sexiest topic in freight—but it should be. In this episode of Supply Chain Decoded, host Jenni Ruiz sits down with Taylor Walker, Chief Insurance Officer at Loadsure, and Michael Kennedy, VP of Partnerships, to unpack one of the most misunderstood (and mission-critical) aspects of logistics: cargo insurance. Together, they decode the difference between hard and soft insurance markets, the rise of theft and fraud in 2025, and why too many brokers are unknowingly flying blind on coverage. They break down what a truly tech-powered, usage-based model looks like—and how it’s saving brokers serious money and margin. Spoiler: you can set it up in under a minute. You’ll also hear why almonds are a hot theft target, what happens when hay combusts, and how rejected strawberries can derail a week. If you're a freight broker still relying on outdated policies, this episode might just save your business. Key Topics: • Why insurance cycles don’t always mirror freight cycles • How theft, impersonation, and fraud are rewriting risk models • The rise of on-demand cargo insurance and holistic freight protection • What brokers get wrong about liability (and how to fix it) • Real claims stories—from nuts to railcar fires • Why tech-forward doesn’t mean mega-fleet only This is the freight insurance episode you didn’t know you needed—until now. -- Disclaimer: All views and opinions expressed in this podcast are those of the speakers and do not necessarily reflect the views or positions of Transfix, Inc. or any parent companies or affiliates or the companies with which the participants are affiliated, and may have been previously disseminated by them. The views and opinions expressed in this podcast are based upon information considered reliable, but neither Transfix, Inc. nor its affiliates, nor the companies with which such participants are affiliated, warrant its completeness or accuracy, and it should not be relied upon as such. All such views and opinions are subject to change.