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Scaling Logistics Innovation at Descartes Systems Group with Dan Cicerchi

The Logistics of Logistics Podcast

Release Date: 11/11/2025

The Fulfillment Playbook: ShipStation's Strategy for Building an Unbreakable Shipping Network with Josh Stenitz show art The Fulfillment Playbook: ShipStation's Strategy for Building an Unbreakable Shipping Network with Josh Stenitz

The Logistics of Logistics Podcast

In “The Fulfillment Playbook: ShipStation's Strategy for Building an Unbreakable Shipping Network”, and , Chief Strategy Officer at Auctane, discuss how to turn complex global logistics into a seamless competitive advantage. About Josh Steinitz serves as Chief Strategy Officer at Auctane, a leading global company empowering businesses with intelligent mailing and shipping solutions through trusted products like ShipStation, Stamps.com, Metapack, and Packlink. In his role, Steinitz leads corporate development, strategic partnerships, carrier relationships and strategy, and cross-border...

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The Road Ahead: What Trimble Innovations Mean for Transportation with Jonah McIntire show art The Road Ahead: What Trimble Innovations Mean for Transportation with Jonah McIntire

The Logistics of Logistics Podcast

In “The Road Ahead: What Trimble Innovations Mean for Transportation”,  and , Chief Product and Technology Officer at Trimble, discuss Trimble's open, scalable platform that connects every aspect of the supply chain—from trucks and drivers to the back office—by serving as a reliable "system of record" that integrates practical AI innovation to help fleets maximize performance, visibility, and safety. About Jonah McIntire is Chief Product and Technology Officer at Trimble. He joined Transporeon in June 2021 and quickly led a succession of larger product organisations...

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Beyond FBA: Unlocking Amazon's Fulfillment for Retailers with Wainwright Yu show art Beyond FBA: Unlocking Amazon's Fulfillment for Retailers with Wainwright Yu

The Logistics of Logistics Podcast

In “Beyond FBA: Unlocking Amazon's Fulfillment for Retailers”, and , the General Manager and Director for Amazon’s externalized fulfillment services, including Buy with Prime and Multichannel Fulfillment, discuss how retailers can scale their brands by leveraging Amazon's global logistics and the Prime badge to drive multi-channel growth. About Wainwright Yu currently serves as General Manager and Director of the Multichannel Commerce and Fulfillment business at Amazon, where he leads the organization's business and go-to-market functions. In this role, he oversees strategic...

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Why It's Time to Expect More from Your EDI Platform with Cleo's Shane Hagen show art Why It's Time to Expect More from Your EDI Platform with Cleo's Shane Hagen

The Logistics of Logistics Podcast

In “Why It's Time to Expect More from Your EDI Platform”, and , Presales Solutions Architect at Cleo, discuss the necessity of transitioning from traditional EDI to a unified platform for strategic supply chain orchestration and superior visibility. About Shane Hagen is a Presales Solutions Architect at Cleo. He designs integration solutions that seamlessly connect internal applications with external partners, leveraging both API and EDI integration patterns. Cleo’s customers rely on Shane to solve complex supply-chain challenges, trusting him to bridge the gap between business...

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Trimble's Perspective: The Future of Freight is Connected with Rob Painter show art Trimble's Perspective: The Future of Freight is Connected with Rob Painter

The Logistics of Logistics Podcast

In “Trimble's Perspective: The Future of Freight is Connected”, and , Trimble's President and Chief Executive Officer, discuss how Trimble connects the freight ecosystem—people, data, and workflows—to navigate the difficult truckload market and drive customer efficiency using AI and integrated commercial solutions. About Rob Painter became Trimble's president and chief executive officer in January 2020. From 2016 through 2019, he served as the Company's chief financial officer. Joining the Company in 2006, Painter held a variety of leadership positions, including corporate...

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SPS Commerce: Optimize Speed to Revenue with Wes Arentson show art SPS Commerce: Optimize Speed to Revenue with Wes Arentson

The Logistics of Logistics Podcast

In “SPS Commerce: Optimize Speed to Revenue”, and , Senior Sales Manager, Logistics at , discuss how streamlining the supply chain's Order-to-Cash cycle is the key to accelerating business growth. About Wes Aretson is a Sales Manager at SPS Commerce. He leads a logistics sales team focused on providing 3PLs and Carriers with tools to optimize their supply chains, connect with their partners more efficiently and make onboarding new customers easy. Wes has over 15 years of experience in supply chain and technology helping customers solve business problems with software and automation....

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Penske's State of Logistics: Leasing, Tech, and Loss Prevention with Andy Moses show art Penske's State of Logistics: Leasing, Tech, and Loss Prevention with Andy Moses

The Logistics of Logistics Podcast

In “Penske's State of Logistics: Leasing, Tech, and Loss Prevention with Andy Moses”, and , Senior Vice President of Solutions and Sales Strategy for , discuss the critical findings from the State of Logistics Report, the strategic advantage of integrating leasing and logistics services, and the operational necessity of combating escalating threats like cargo theft and cyber fraud. About Andy Moses is the senior vice president of solutions and sales strategy for . He leads the organization's engineering solutions team and heads corporate sales strategy, advising Penske's product line...

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Tariffs, Typhoons, & Turmoil: Derisking the Supply Chain with Moody's Andre Quinn Barabanov show art Tariffs, Typhoons, & Turmoil: Derisking the Supply Chain with Moody's Andre Quinn Barabanov

The Logistics of Logistics Podcast

In "Tariffs, Typhoons, & Turmoil: Derisking the Supply Chain with Moody's Andrei Quinn-Barabanov ”, and , Moody’s lead Supply Chain expert, discuss the need to leverage predictive data and holistic strategies to mitigate complex, interconnected global risks. About Andrei Quinn-Barabanov is Moody’s lead Supply Chain expert.  He works closely with Supply Chain Risk product team to shape the predictive capabilities of Moody’s solution and with its customers to identify, assess, prioritize and mitigate supply chain risks. With more than three decades of experience, Andrei...

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Orchestrating Chaos: Lully's Take on the Top Warehousing Challenges with Mike Myers show art Orchestrating Chaos: Lully's Take on the Top Warehousing Challenges with Mike Myers

The Logistics of Logistics Podcast

In "Orchestrating Chaos: Lully's Take on the Top Warehousing Challenges”, and , the Founder and CEO of Lully.ai discuss how to supercharge existing Warehouse Management Systems with bolt-on algorithms for labor and cost savings. About Mike Myers  is the Founder and CEO of Lully.ai, a bolt on technology that allows warehouses to ship more orders on time, with fewer resources, using the equipment, capabilities, and systems you already have. Mike's career has included roles at a large apparel brand, multiple national 3PL leaders, and finally a automation firm focused on...

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Making a Living and a Life on the Road with Dave Nemo show art Making a Living and a Life on the Road with Dave Nemo

The Logistics of Logistics Podcast

In "Making a Living and a Life on the Road”, and , Host of RadioNemo, discuss the blend of essential industry information, driver wellness, and community building that allows professional truckers to find success and connection over a long career on the road.  About Dave Nemo has been the voice of trucking radio for the past 55 years, drawing on his love of music, useless facts, jokes, and history, coupled with the solemn duty to provide reliable weather and road reports with important news and information every driver should have. His career has been through more changes than...

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More Episodes

In "Scaling Logistics Innovation at Descartes Systems Group”, Joe Lynch and Dan Cicerchi, the General Manager of Transportation Management Solutions at Descartes Systems Group, discuss the strategic integration of trustworthy AI to enhance existing core logistics technology and solve practical pain points across the global supply chain.

About Dan Cicerchi

Dan Cicerchi is the General Manager of Transportation Management Solutions at Descartes Systems Group, where he leads strategy and innovation for one of the industry’s most widely adopted logistics technology platforms. A seasoned entrepreneur and logistics tech pioneer, Dan co-founded MacroPoint, a real-time freight visibility solution that transformed how brokers, shippers, and carriers track and manage loads. Following its acquisition by Descartes, he has continued to champion technology that drives efficiency, transparency, and resilience across global supply chains. With decades of experience spanning startup growth and enterprise leadership, Dan is passionate about applying practical AI and automation to solve the freight industry’s most pressing challenges. He frequently shares insights on freight visibility, fraud prevention, and the future of transportation management.

About Descartes Systems Group

Descartes Systems Group is a global leader in providing on-demand, software-as-a-service solutions designed to improve the productivity, performance, and security of logistics-intensive businesses. Headquartered in Waterloo, Ontario, with offices and customers worldwide, Descartes helps shippers, carriers, freight forwarders, and logistics service providers connect, collaborate, and automate across the supply chain. Its portfolio includes transportation management, visibility, customs and regulatory compliance, and e-commerce logistics solutions. By combining deep industry expertise with innovative technology, Descartes enables organizations to streamline operations, reduce costs, and deliver superior customer experiences. Thousands of companies around the world rely on Descartes’ logistics network and software to move goods more efficiently, mitigate risk, and stay ahead in an increasingly complex global marketplace.

Key Takeaways: Scaling Logistics Innovation at Descartes Systems Group

  • In "Scaling Logistics Innovation at Descartes Systems Group”, Joe Lynch and Dan Cicerchi, the General Manager of Transportation Management Solutions at Descartes Systems Group, discuss the strategic integration of trustworthy AI to enhance existing core logistics technology and solve practical pain points across the global supply chain.
  • Trust First: AI adoption in logistics must be built on governance and trust, using frameworks like NIST to ensure data security and accountability.
  • AI Augments, Doesn't Replace: AI is a powerful enhancer for core systems (TMS, visibility), not a standalone replacement. Its primary role is to improve efficiency.
  • Focus on Practical Pain Points: Start AI implementation by targeting tedious manual tasks (e.g., check calls, data entry, carrier onboarding) for rapid, measurable ROI.
  • Stability Over Startups: Partnering with existing, integrated tech vendors (like Descartes) ensures greater stability, expertise, and roadmap alignment than relying on new AI-only startups.
  • Audit Your Current Tech: Before investing in new AI, ensure you are fully utilizing the latest features and integrations of your current mission-critical systems.
  • Build Trust with Staff: Overcome internal resistance by layering AI into current workflows and establishing clear performance baselines (ROI) before deployment.
  • Enhance What Works: The path to resilience is through strategically integrating AI into proven, existing workflows step-by-step, not by chasing every new technology trend.

Learn More About Scaling Logistics Innovation at Descartes Systems Group

Dan Cicerchi | Linkedin

Descartes Systems Group | Linkedin

Descartes Systems Group

The Logistics of Logistics Podcast