Contractor Chaos: Fixing the Last Mile's Biggest Headache with Jon Doolen
The Logistics of Logistics Podcast
Release Date: 03/25/2025
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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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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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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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...
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and discuss the right tech stack for brokers. Dave is the Director of Product Management at Revenova, the industry's exclusive provider of CRM-powered transportation management systems (TMS) for freight brokers, 3PL/4PLs, carriers and shippers. About Dave Romanchuk is the Director of Product Management at Revenova. Since joining the TMS provider in 2017, Dave has helped the company grow from fewer than 10 employees to more than 60. With Dave's vision and leadership, Revenova TMS has built out multiple modules for freight brokers and carriers, most recently the completely renovated Fleet...
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and discuss the long haul: battling loneliness and crisis in trucking. Dr. Anderson is the CEO and Co-founder of Luma Brighter Learning, a 2X INC 5000 company that was created to deliver measurably better education outcomes. About Dr. Gina Anderson is on a mission to help organizations grow their safety cultures through meaningful learning that inspires and engages employees. For more than 25 years, she has focused her attention on studying how adults best learn, consistently growing her methodology by engaging with transportation and logistics companies. Dr. Anderson is the CEO of Luma...
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and discuss I don't know who needs to hear this but... Ryan is the Chief Growth Officer at , the leading business consulting and software development firm that exclusively serves the Transportation, Logistics and Supply Chain space. About Ryan Schreiber is the Chief Growth Officer at Metafora. Ryan was born and raised in Tampa, Florida. Ryan earned a degree in History from the University of South Florida and then a Law degree from Michigan State University. Prior to joining Metafora, Ryan worked at a variety of logistics companies and even started and exited a few tech-enabled freight...
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and discuss contractor chaos: fixing the last mile's biggest headache. Jon is a Strategy Leader at that specializes in providing leadership development programs, business advisory services, and public speaking engagements. About 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...
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, and discuss supply chain shock waves: strategies for survival and success. Mark is the President and CEO of the Council of Supply Chain Management Professionals (CSCMP), a global organization dedicated to advancing the supply chain profession. John is CEO of FreightPath, an innovative talent firm that offers both a comprehensive learning management system and a direct candidate sourcing solution. About John Delgado , CEO of FreightPath, leads the company with extensive expertise in business management, technology, analytics, economics, and recruitment. FreightPath is renowned for its...
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and discuss the CPG supply chain. Mike is the Head of Intermodal Solutions at SONAR, the leading freight market analytics tool and dashboard, aggregating billions of data points from hundreds of sources to provide the fastest data in the transportation and logistics sector. About Mike Baudendistel is the Head of Intermodal Solutions at SONAR, assisting with product design and supporting current and prospective data product customers. In addition, he is the showrunner for The Stockout, video podcast which focuses on CPG and retail logistics. Prior to FreightWaves, Mike covered transportation...
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
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