The M&A Playbook for Logistics Leaders with Spencer Tenney
The Logistics of Logistics Podcast
In “The M&A Playbook for Logistics Leaders”, and , President & CEO of Tenney Group, discuss the current state of mergers and acquisitions in the logistics sector, offering key insights on how business leaders can navigate a more selective market, build value, and secure successful deals. About Spencer Tenney serves as President & CEO of Tenney Group, where he oversees the firm’s day-to-day effectiveness and long-term vision. Spencer is a graduate of the University of Texas at Austin and holds the designation of Certified Merger & Acquisition Advisor through...
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AI Literacy in Logistics with Gather AI's Andrew Hoffman
The Logistics of Logistics Podcast
In “AI Literacy in Logistics with Gather AI's Andrew Hoffman”, and , CTO at Gather AI, discuss how artificial intelligence is transforming warehouse operations by using visual data from drones and other machines to identify issues, suggest next steps, and ultimately improve efficiency and accuracy. About Andrew Hoffman is the Chief Technical Officer at Gather.ai, an AI-powered intralogistics optimization firm that empowers 3PLs, manufacturers, and retailers to improve margins and on-time order fulfillment in the widest range of logistics environments - from ambient to cold chain storage....
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Intermodal Expo 2025: Unpacking Cargo Theft, AI, and M&A with Anne Reinke
The Logistics of Logistics Podcast
In “Intermodal Expo 2025: Unpacking Cargo Theft, AI, and M&A”, and , President & CEO of IANA, discuss the critical issues and forward-looking trends that are shaping the future of the intermodal freight industry. About Anne Reinke became the Intermodal Association of North America’s third President & CEO in December of 2024. Immediately preceding her appointment at IANA, Anne was President & CEO of the Transportation Intermediaries Association for four years. Anne has a long career in transportation policy, with a stint at the Association of American...
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Inside the DAT - Convoy Platform Deal: What This Acquisiton Means for the Freight Market with Bill Driegert
The Logistics of Logistics Podcast
In “Inside the DAT - Convoy Platform Deal: What This Acquisiton Means for the Freight Market”, and , EVP of Convoy Platform - DAT Freight & Analytics, discuss how the integration of the Convoy Platform's automation and AI technology with DAT's massive freight marketplace will help brokers combat fraud, increase efficiency, and focus on high-value work. About Bill Driegert is the EVP of Convoy Platform at DAT Freight & Analytics. He was previously the EVP of Trucking at Flexport and the co-founder and Head of Operations at Uber Freight, Uber’s logistics business. Bill began his...
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How Humanoid Robots are Shaping the Future of Logistics with Parker Conroy
The Logistics of Logistics Podcast
In “How Humanoid Robots are Shaping the Future of Logistics”, and , Head of Product at Apptronik, discuss how Apollo, a human-centered, AI-powered humanoid robot, is set to transform the industry by working alongside humans to fill labor gaps and perform a wide range of tasks in a safe and efficient manner. About Parker Conroy is the Head of Product at Apptronik, a leading developer of humanoid robots. Conroy has worked in robotics for more than a decade, guiding product management teams to design and deploy thousands of industrial robotic arms, autonomous mobile robots, drones, and now,...
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The C.H. Robinson Perspective: Navigating the Next Era with Michael Castagnetto
The Logistics of Logistics Podcast
In “The C.H. Robinson Perspective: Navigating the Next Era”, and , President of North American Surface Transportation at C.H. Robinson, discuss how the company's people-first culture and commitment to developing its employees drive its ability to solve complex logistics challenges and innovate for the future. About Michael Castagnetto was named president of North American Surface Transportation (NAST) in January 2024. Prior executive positions with the company include Vice President, Customer Success in NAST from January 2023 – January 2024 and President of Robinson Fresh from December...
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REPOST: Blind Spots & Bottlenecks: Unmasking the Hidden Enemies of Supply Chain with Briana Birkholz
The Logistics of Logistics Podcast
and discuss blind spots & bottlenecks: unmasking the hidden enemies of supply chain. Briana is the Vice President of Product Management for the 3PL market segment at SPS Commerce, the world’s leading retail network, connecting trading partners around the globe to optimize supply chain operations for all retail partners. About Briana Birkholz is the Vice President of Product Management for the 3PL market segment at SPS Commerce. With a passion for overcoming supply chain and logistics challenges, Briana is committed to addressing the distinct needs of customers through comprehensive,...
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Project 61: The Mission to Give Truckers a Longer, Healthier Life with Jeremy ReymerProject 61: The Mission to Give Truckers a Longer, Healthier Life with Jeremy Reymer
The Logistics of Logistics Podcast
In “Project 61: The Mission to Give Truckers a Longer, Healthier Life”, and , the Founder and CEO of Project 61, discuss the shocking statistic that the average life expectancy of a truck driver is just 61 years and the organization's mission to address this health crisis. About Jeremy Reymer is a recognized leader and innovator in the trucking industry with over 20 years of experience as both a carrier and vendor. A frequent speaker and podcast host, he addresses critical issues such as driver recruiting, retention, compliance, and health and wellness. In 2016, Jeremy founded...
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The Dark Funnel Demystified: Unlocking Hidden Sales with Jennie Malafarina
The Logistics of Logistics Podcast
In “The Dark Funnel Demystified: Unlocking Hidden Sales”, and , the CEO of Virago Marketing, discuss how businesses can drive measurable revenue growth by understanding and leveraging the invisible customer journey. About Jennie Malafarina is the CEO of Virago Marketing, a Cleveland-based agency helping transportation and logistics companies turn marketing into a revenue-driving engine. Since taking the lead at Virago in 2020, she has elevated the agency’s impact—guiding strategies that deliver measurable results aligned with client growth goals. With over a decade of experience in...
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The Skill Gap Epidemic: How Untrained Workers Are Holding You Back with Cary Dittmann
The Logistics of Logistics Podcast
In “The Skill Gap Epidemic: How Untrained Workers Are Holding You Back”, and , the the Chief Operating Officer at FreightPath, discuss the critical challenges facing the global logistics industry and how targeted workforce development is essential for overcoming the widening skills gap. About Cary Dittman is the Chief Operating Officer at FreightPath, where he leads the company’s efforts to scale operations, forge strategic partnerships, and advance its mission to modernize supply chain education. With over 40 years of experience in logistics, technology, and enterprise growth, Cary...
info_outlineChuck Wallace and Joe Lynch discuss the HDVI story. Chuck is the CEO and Co-founder of High Definition Vehicle Insurance (HDVI), where he leads an experienced team of insurance, technology, and trucking industry experts who deeply understand the challenges of today’s fleets.
About Chuck Wallace
Chuck Wallace is the CEO and Co-founder of HDVI. He has decades of experience in the insurtech, mobility, and freight and logistics markets -- and the intersection between these three industries. Prior to founding HDVI, Chuck held senior operating roles in leading consumer financial services and technology companies, including Co-founder of Esurance (acquired by Allstate in 2011); Head of Operations at Automatic Labs (connected car and connected insurance platform company acquired by SiriusXM in 2017); President at uSell.com (eCommerce platform company for sale of used mobile consumer electronics), and was the CEO at Ustream.TV (live video broadcast platform company acquired by IBM in 2016). Chuck started his career as a United States Air Force instructor pilot, first teaching young men and women to fly at undergraduate pilot training in Lubbock Texas, and then flying the C-130 Hercules in Frankfurt, Germany and Willow Grove, Pennsylvania. Chuck is a graduate of the US Air Force Academy. He earned an MBA from the Wharton School, and a Juris Doctor degree from the University of Pennsylvania Law School.
About HDVI
HDVI delivers modern insurance driven by safety, service and savings to small and mid-size trucking fleet operators. It aims to become a partner to fleet business owners by providing next-generation insurance integrated with best-in-class telematics hardware, advanced software and services to help them manage their vehicles and business each day. By incorporating telematics and dash cam data from its customers into its integrated risk management model, HDVI is able to select, price, manage, and retain risk more accurately and efficiently than incumbent commercial auto insurance providers. HDVI is headquartered in Chicago, Illinois, with additional offices in Greenville, South Carolina; Austin, Texas; and San Francisco, California. High Definition Vehicle Insurance, Inc. is a licensed property casualty insurance agent with products underwritten by various insurance companies.
HDVI Newsroom with all recent news, including most recent press release: https://hdvi.com/newsroom/
Key Takeaways: The HDVI Story
- Chuck Wallace is the CEO and Co-founder of High Definition Vehicle Insurance (HDVI), where he leads an experienced team of insurance, technology, and trucking industry experts who deeply understand the challenges of today’s fleets.
- In the podcast interview, Joe and Chuck discuss Chuck’s impressive background and the founding of HDVI.
- Chuck is one of the Co-founders of Esurance, which was eventually acquired by Allstate. Chuck and the team at Esurance were one of the first insurance companies to sell policies directly to consumers over the internet, instead of using in-person meetings or phone calls.
- Chuck has also successfully lead a number of companies that have one characteristic in common – disruptive brands that transformed markets by leveraging technology and data. Chuck and his team at HDVI are using the same playbook, using tech to lower costs and deliver a better customer experience.
- HDVI created Shift – the first dynamically priced insurance product that enables fleets to reduce the cost of their monthly premiums within their policy term.
- HDVI’s Shift tool uses a fleet’s own real-time telematics data to charge a fleet the cost of their actual risk. Because HDVI has more precise information, they are able to deliver savings that traditional insurers can’t match. They are also able to provide specific insights that can make a fleet safer – thus reducing their insurance costs.
- HDVI’s fleet portal and dashboards help fleets understand how to improve safety and decrease insurance premiums.