Jim Heide

Chief Operating Officer & Co-Founder

Jim leverages his extensive experience in the transportation and technology industries to guide Loadsure’s strategy and product development. In addition to shaping the company’s direction, he leads sales and business development efforts, fostering a robust sales pipeline and driving strategic growth. Under Jim’s leadership, Loadsure has secured 60 integration clients, including Kleinschmidt, through successful contract negotiations and strong partnerships.

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Michael Kennedy

VP Global Partnerships

With 15 years of experience in transportation, Michael Kennedy leads the Partnership Strategy for Loadsure. His 10 years at Echo and 4 years at Trimble have given him extensive exposure to every participant in the logistics ecosystem. Now, he’s leveraging his industry expertise and network to make a significant impact in the cargo insure-tech market, driving the adoption of Holistic Freight Protection.

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Taylor Walker

Chief Insurance Officer

Taylor brings 10 years of marine underwriting and book management experience to his role as Loadsure CIO. Embracing creative approaches and leveraging a deep understanding of trading partner and assured concerns, he now guides the development of Loadsure’s profitable book of transportation business. He also plays a critical role in delivering tailored coverage for all assureds, regardless of size, through Loadsure’s innovative digital tools.

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Kristy Neal

Head of Growth

With nearly three decades of experience in insurance, Kristy leads Loadsure’s distribution and growth strategy, focusing on high-impact broker partnerships and expanding the company’s reach in transportation and logistics. She plays a key role in shaping product development and driving strategic expansion, blending deep industry expertise with a modern, data-informed approach. Kristy empowers her team to build meaningful relationships, unlock new opportunities, and scale sustainable growth across Loadsure’s portfolio.

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