Contractor Chaos: Fixing the Last Mile's Biggest Headache with Jon Doolen
The Logistics of Logistics Podcast
Release Date: 03/25/2025
REPOST: Global Giants: ICAT Moves the World's Largest Cargo with Chris Cser
The Logistics of Logistics Podcast
and discuss global giants - ICAT moves the world's largest cargo. Chris is the Director of Operations at ICAT Logistics Detroit where they handle the shipments that other companies don't, can't, and won't. Summary: Global Giants: ICAT Moves the World's Largest Cargo In this podcast, Chris Cser, Director of Operations at ICAT Logistics, takes us on a journey through the complex world of global logistics. Founded in 1992 in Baltimore, ICAT Logistics has expanded across the United States and Europe, specializing in handling unusual, high-value, and oversized freight that often falls outside the...
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The People-First Approach to Funding the Future of Logistics with Michael Sachaj
The Logistics of Logistics Podcast
and discuss the people-first approach to the future of logistics. Michael is a Partner at Hyde Park Angels (HPA), a leading early-stage investor based in Chicago. About Michael Sachaj is a Partner at HPA and manages and supports HPA’s investment opportunities through their lifecycle. Michael has led investment in a number of HPA’s top performing investments including ShipBob, FourKites, Paccurate, and Digit. Prior to joining HPA in 2013, Michael attended Northwestern University and worked at strategy consulting firm Booz Allen Hamilton supporting various government clients in the...
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Tech-Driven Drayage: A PortPro Perspective with Corey Abbott
The Logistics of Logistics Podcast
and discuss tech-driven drayage: a PortPro perspective. Corey is the Chief Growth Officer and his team lead enterprise initiatives at PortPro, an innovative technology company that keeps the drayage industry moving efficiently with its operating platform built for drayage trucking companies, brokerages, and those that do both. About Corey Abbott , Chief Growth Officer and his team lead enterprise initiatives at PortPro, focusing on developing comprehensive products designed to enhance the customer experience, guided by their needs and feedback. Corey spent over a decade at STG Logistics, the...
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Carrier Sales Teams Are Being Run the Wrong Way with Brent Evens
The Logistics of Logistics Podcast
and discuss how carrier sales teams are being run the wrong way. Brent is the Co-founder of NextBoard, a carrier sales platform purpose-built for freight brokerages. About Brent Evens is the Co-founder of NextBoard, a freight tech startup helping brokers streamline carrier sales and build stronger, more efficient networks. He brings a diverse background in logistics, SaaS, and product strategy—including time at Delta Air Lines, where he worked on digital product initiatives that improved customer experience and operational performance. Before launching NextBoard, Brent also held...
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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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The Strategic COO: Navigating Disruption and Driving Change with Suketu Gandhi
The Logistics of Logistics Podcast
and discuss the strategic COO: navigating disruption and driving change. Suketu is a partner and global chair for the Strategic Operations Practice at Kearney, a leading management consulting firm. About Suketu Ghandi is a partner and global chair for the Strategic Operations Practice at Kearney, a leading management consulting firm. Based in Chicago, his expertise covers a wide range of operations topics, with an emphasis on end-to-end supply chains and their redesign for four critical purposes, growth, cost, resilience, and sustainability. Noting that the key to maximizing their...
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Unpacking Cargo Theft: Trends and Solutions with Danielle Spinelli
The Logistics of Logistics Podcast
and discuss unpacking cargo theft: trends and solutions. Danielle serves as Account Executive at Descartes MyCarrierPortal, the leading solution for carrier identity, onboarding, and monitoring in transportation. About Danielle Spinelli is an Account Executive at Descartes MyCarrierPortal. With a decade of experience in the logistics and transportation industry, Danielle brings a wealth of knowledge and expertise in carrier sales and vetting. Having worked as a Carrier Sales Broker for 8 years, Danielle honed a deep understanding of the supply chain and transportation landscape, building...
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REPOST: Booking More Loads Using AI with Anthony Sutardja
The Logistics of Logistics Podcast
and discuss booking more loads using AI. Anthony is the CEO and co-founder of , the leading truckload capacity management platform for freight brokers. About Anthony Sutardja As CEO & co-founder of Parade, leads product vision and strategy to enable logistics service providers to work smarter and faster with modern tools. His background in artificial intelligence, big data processing, and freight brokerage enables companies partnering with Parade to accelerate digital transformation by innovating with the status quo. Prior to , Anthony worked on a small team at Uber...
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Beyond The Rails and Roads: The State of Intermodal with Anne Reinke
The Logistics of Logistics Podcast
and discuss beyond the rails and roads: the state of intermodal. Anne is the President & CEO at the Intermodal Association of North America (IANA), North America's leading industry trade association representing the combined interests 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,...
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Stop Selling, Start Influencing: Tom Augenthaler's Logistics Marketing Gameplan
The Logistics of Logistics Podcast
and discuss stop selling, start influencing: Tom Augenthaler's logistics marketing gameplan. Tom helps companies tell stories that make the customer the hero. Having customers and influencers talk positively about your company is one of the best ways to attract and win new business. About Tom Augenthaler is the Founder and CEO of . On the website, shares his ideas and knowledge of influencer marketing with others looking to learn about this powerful strategy. is a pioneer in the space and has been working with influencers since 2007 while with Hewlett Packard, and as a consultant...
info_outlineJon Doolen and Joe Lynch discuss contractor chaos: fixing the last mile's biggest headache. Jon is a Strategy Leader at Doolen Strategy Partners that specializes in providing leadership development programs, business advisory services, and public speaking engagements.
About Jon Doolen
Jon Doolen is a seasoned business coach with over two decades of expertise in retail logistics, particularly specializing in final mile delivery and third-party logistics for home furnishings and luxury products. Jon's background includes extensive work with major names in the industry, where he's earned a reputation for solving toxic work environments, setting strategic goals for career growth, and aligning personal aspirations with professional success. His approach blends leadership development with a deep commitment to continuous learning, emphasizing integrity and wholesome values in all aspects of business and life. Jon's motivational style and practical wisdom resonate through his coaching, training programs, and writing, encouraging others to embrace change, enhance team dynamics, and achieve sustainable business outcomes. He is also a dedicated advocate for military veterans transitioning to civilian careers, reflecting his broader commitment to supporting personal and professional growth across diverse sectors.
About Doolen Strategy Partners
Doolen Strategy Partners specializes in providing leadership development programs, business advisory services, and public speaking engagements. With a focus on operations management, particularly in final mile retail home delivery, warehousing, and distribution, the firm helps businesses optimize their processes, develop strong leadership teams, and drive continuous improvement. Through strategic guidance, Doolen Strategy Partners aims to elevate business performance and foster growth in a competitive market.
Key Takeaways: Contractor Chaos: Fixing the Last Mile's Biggest Headache
- Jon Doolen and the GetDoolen Team help 3PLs and driver contractors navigate the following:
- Navigating the Contractor Conundrum: Uncover the critical gaps in business acumen, customer service, and regulatory compliance that often plague last-mile delivery contractors, and learn how these deficiencies can jeopardize your logistics operations.
- Mitigating Legal and Liability Risks: Explore the potential legal pitfalls and financial liabilities logistics companies face when partnering with under-prepared contractors, including the ever-present threat of misclassification and subsequent lawsuits.
- Safeguarding Your Customer Experience: Understand the direct correlation between contractor professionalism and customer satisfaction, and discover strategies to ensure consistent, high-quality delivery services that protect your brand reputation.
- Veteran Leadership: Jon Doolen, a U.S. Army Quartermaster Corps veteran, founded Doolen Strategy Partners, bringing military discipline and leadership principles to his business.
- Expert Leadership Development & Coaching: With over 30 years of experience, Jon offers comprehensive coaching services, including career, business, and specialized "Final Mile" coaching, focused on personal and professional growth.
- Personalized Mentoring & Brand Building: Doolen Strategy Partners provides tailored mentoring and strategies for personal brand development, resume enhancement, and interview preparation, empowering clients for career success.
- Thought Leadership & Engagement: Jon fosters leadership dialogue through roundtables, conversations, and motivational speaking, sharing his expertise and inspiring action across industries.
Learn More About Contractor Chaos: Fixing the Last Mile's Biggest Headache
Doolen Strategy Partners | Linkedin