Contractor Chaos: Fixing the Last Mile's Biggest Headache with Jon Doolen
The Logistics of Logistics Podcast
Release Date: 03/25/2025
I Don't Know Who Needs To Hear This But... with Ryan Schreiber
The Logistics of Logistics Podcast
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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Contractor Chaos: Fixing the Last Mile's Biggest Headache with Jon Doolen
The Logistics of Logistics Podcast
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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Supply Chain Shock Waves: Strategies for Survival and Success with Mark Baxa and John Delgado
The Logistics of Logistics Podcast
, 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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The CPG Supply Chain with Mike Baudendistel
The Logistics of Logistics Podcast
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...
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Brokers are Drowning in Accounting Work: How Denim Simplifies It with Sean Smith
The Logistics of Logistics Podcast
and discuss why brokers are drowning in accounting work: how Denim simplifies it. Sean is VP of Product at , a trusted freight factoring partner on a mission to advance the supply chain by accelerating the movement of money and data. About Sean Smith , VP of Product and Client Services at Denim, has spent 10 years building and scaling products in the financial services and logistics industries. While leading Product at Denim, he has pioneered new capabilities for the factoring space including risk automation and pricing. Sean has also led work on our client dashboard, job...
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The Broker-Carrier Summit: From Conflict to Collaboration with Dan Lindsey
The Logistics of Logistics Podcast
and discuss The Broker-Carrier Summit: from conflict to collaboration. Dan is the Founder and President of the the , which will be held in Indianapolis, IN, April 28 – May 2, 2025. About Dan Lindsey is the Founder of the Broker-Carrier Summit, a conference and community designed to foster strong partnerships between freight brokers and trucking carriers, moving beyond basic transactional communication. Dan has been in the logistics industry for 23 years. He started on the docks as a preloader for UPS in 2001. Since then, he has worked as a freight broker, operations manager, business...
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CargoRex: Building the Google Search of Logistics with Blythe Milligan
The Logistics of Logistics Podcast
and discuss CargoRex: building the Google search of logistics. Blythe is the Founder of both Digital Dispatch (logistics marketing services) and most recently CargoRex, a technology platform designed to unify and empower the logistics ecosystem. About Blythe Brumleve Milligan is the Founder of both Digital Dispatch (logistics marketing services) and most recently CargoRex, a tech platform aimed at connecting and empowering the logistics ecosystem. In 2008, Blythe Brumleve was working as a waitress and a blogger with a dream of owning her own company when she received an opportunity to work...
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T-Rex Prestige Worldwide: Thriving in a Down Market and Having Fun with Tyler Hildebrand
The Logistics of Logistics Podcast
and discuss T-Rex Prestige Worldwide: thriving in a down market and having fun. Tyler is CEO of Express Logistics Group, a T-Rex Prestige Worldwide company, based out of Cincinnati and Chicago. About Tyler Hildebrand is CEO of Express Logistics Group, a T-Rex Prestige Worldwide company, based out of Cincinnati and Chicago. Born and raised in southern Ohio, Tyler is the son of a cop and crime reporter who met at the scene of a homicide. After spending years in creative fields as an artist and filmmaker, and in higher education as an instructor and administrator, he found his way to the...
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Farelanes: Real Time Lane Pricing for Everyone with Neal Huffman
The Logistics of Logistics Podcast
and discuss Farelanes: real time lane pricing for everyone. Neal is the Chief Executive Officer and Co-founder of Farelanes, a company specializing in providing real-time lane pricing data for the logistics industry. About Neal Huffman is the Chief Executive Officer and Co-founder of Farelanes, a company specializing in providing real-time lane pricing data for the logistics industry. Neal has over 40 years in software development, innovation, and product management rollouts spread across the telecommunications and enterprise software industries. He played a role in the first Fiber to the...
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Taking the Uncertainty and Risk Out of Freight with Erika Voss
The Logistics of Logistics Podcast
and discuss taking the uncertainty and risk out of freight. Erika is Vice President of Information Security at DAT Freight & Analytics, the largest truckload freight marketplace in North America. About Erika Voss Dr. , with over two decades of experience, has held high-level positions at companies including Capital One, Microsoft, and Amazon Web Services. Currently Vice President of Information Security at DAT Freight & Analytics, she leads the vision, strategy, and execution of advanced security protections. Recognized as a leader in her field, Erika has been honored with the CISO's...
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