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Bear Down, Level Up Podcast

Bear Down, Level Up Podcast

Written by: Desmond Clark
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This is the Bear Down, Level Up Podcast, where we take you behind the scenes of logistics brokering and interview some of the brightest minds in business and logistics. They share their insights and secrets to success so you can Bear Down and Level Up.Bear Down, Level Up Podcast (c) 2026 Economics Leadership Management & Leadership
Episodes
  • The Easy Button for Freight Success With Desmond, Louis, Corey
    May 26 2026

    Desmond Clark is the President of Bear Down Logistics, a freight brokerage company that provides transportation and supply chain solutions across the United States. A former NFL tight end who played 12 seasons with teams including the Chicago Bears, Denver Broncos, and Miami Dolphins, Desmond transitioned his leadership and teamwork skills from professional sports into entrepreneurship. Beyond leading the company with a commitment to integrity, relationship-driven service, and operational excellence, he is a global motivational speaker, leadership trainer, and two-time published author.

    Louis Santana is the Vice President of Bear Down Logistics, where he oversees operations, builds systems and processes, and strengthens relationships with carriers and clients to ensure efficient freight movement. Louis brings hands-on industry experience from both sides of the logistics business, including operating trucks and working in brokerage operations. His leadership focuses on operational excellence, process-driven growth, and developing strong partnerships that support Bear Down Logistics' mission to deliver reliable transportation services.

    Corey Davis is a Logistics Coordinator at Bear Down Logistics, where he manages daily freight operations, including coordinating drivers, tracking shipments, and ensuring loads are delivered on time and according to client expectations. Corey plays a key role in maintaining communication between carriers, clients, and internal teams to solve time-sensitive logistics challenges and keep supply chains moving efficiently.

    In this episode…

    In logistics, the easiest customer experience usually comes from a lot of behind-the-scenes discipline. Clear communication, shared systems, and fast decisions can turn a stressful project into something customers trust. But what does it actually take to become the "easy button" when freight gets complicated?

    The answer is creating structure before the pressure hits. Louis Santana, a logistics professional with deep experience managing complex freight projects and client relationships, explains how solving problems starts with listening carefully, taking ownership, and simplifying execution. One key insight is the power of a shared process — like using one central spreadsheet to track container numbers, pickup and delivery dates, dimensions, carrier updates, and payment status. Louis also emphasizes that winning in logistics is not just about revenue; it is about building trust through speed, integrity, consistency, and partnerships that make clients feel confident the work will get done right.

    In this episode of Bear Down Level Up, Desmond Clark, President; Louis Santana, Vice President; and Corey Davis, Logistics Coordinator at Bear Down Logistics, talk about becoming the "easy button" for customers. They explore how systems calm chaos, why relationships drive growth, and what trust looks like in freight execution. They also touch on partnerships, quick communication, and finding your lane in logistics.

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    44 mins
  • When Transparency Saved a Million-Dollar Freight Project With Desmond, Louis, Corey
    May 12 2026

    Desmond Clark is the President of Bear Down Logistics, a freight brokerage company that provides transportation and supply chain solutions across the United States. A former NFL tight end who played 12 seasons with teams including the Chicago Bears, Denver Broncos, and Miami Dolphins, Desmond transitioned his leadership and teamwork skills from professional sports into entrepreneurship. Beyond leading the company with a commitment to integrity, relationship-driven service, and operational excellence, he is a global motivational speaker, leadership trainer, and two-time published author.

    Louis Santana is the Vice President of Bear Down Logistics, where he oversees operations, builds systems and processes, and strengthens relationships with carriers and clients to ensure efficient freight movement. Louis brings hands-on industry experience from both sides of the logistics business, including operating trucks and working in brokerage operations. His leadership focuses on operational excellence, process-driven growth, and developing strong partnerships that support Bear Down Logistics' mission to deliver reliable transportation services.

    Corey Davis is a Logistics Coordinator at Bear Down Logistics, where he manages daily freight operations, including coordinating drivers, tracking shipments, and ensuring loads are delivered on time and according to client expectations. Corey plays a key role in maintaining communication between carriers, clients, and internal teams to solve time-sensitive logistics challenges and keep supply chains moving efficiently.

    In this episode…

    Behind every seamless logistics delivery lies a world of chaos, last-minute changes, and high-stakes problem-solving. When months of planning for a massive freight move are derailed by unexpected delays, what does it take to keep customers happy and operations on

    Louis Santana, a heavy-haul brokerage specialist, explains how he and his team tackled a daunting project in Texas to transport a large transformer using a 19-axle trailer. Despite six months of planning, they faced a critical setback the night before the move when the driver ran out of hours and would be delayed. Navigating Department of Transportation regulations, coordinating with riggers and crane operators, and adjusting timelines in real time, the team maintained clear and honest communication with the client. Alongside Desmond Clark, Louis highlights how a hands-on approach — especially being physically present on-site — built trust and transparency, ultimately leading to additional business from the customer.

    In this episode of Bear Down Level Up, Desmond Clark, President; Louis Santana, Vice President; and Corey Davis, Logistics Coordinator at Bear Down Logistics, share insights on overcoming operational challenges and building strong client relationships. Corey also discusses face-to-face networking, commission-based growth strategies, and lessons from early career risks.

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    1 hr and 9 mins
  • How to Start and Scale in Logistics: Broker, Driver, and Owner Insight With Clayborn Fields
    Apr 28 2026

    Clayborn Fields is the Owner of DTLF Transportation, a family-owned interstate trucking company specializing in general freight transportation and logistics services. A US Navy veteran turned entrepreneur, Clayborn partnered with his wife to develop a strategic plan for financial independence after serving eight years in the Navy. They launched their logistics business, focusing on reliability and strong customer relationships. He combines his military discipline, hands-on leadership, and passion for travel to deliver dependable service while building generational wealth for his family.

    In this episode…

    Breaking into logistics or trucking often feels overwhelming — uncertain income, high startup costs, and a lack of clear direction stop many people before they even begin. Even those already in the industry struggle to build consistent revenue, manage relationships, and scale sustainably. How do you go from uncertainty to building a profitable, long-term business in such a competitive space?

    Clayborn Fields, a trucking entrepreneur and Navy veteran, shares that the key lies in preparation, discipline, and long-term thinking. Clayborn explains how he and his wife spent two years planning and saving roughly $25,000 before launching, ensuring they had the financial cushion and necessary equipment to survive the early challenges. He emphasizes self-education, starting small, and building strong relationships by treating drivers and partners with respect and fairness. Clayborn's approach highlights the value of mindset — staying consistent, focusing on systems, and thinking about legacy rather than quick wins — ultimately reinforcing that success comes from preparation meeting execution.

    In this episode of the Bear Down Level Up, Desmond Clark and Louis Santana chat with Clayborn Fields, Owner of DTLF Transportation, about building a trucking business and achieving financial independence. Clayborn delves into heavy haul entry strategies, startup capital planning, and life on the road as an owner-operator.

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    1 hr and 2 mins
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