The Journey Podcast

Kevin McMaster, Flock Freight on Shared Truckload, Shipper Success, and the Tech Behind the Model

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If you've ever wondered how technology is actually transforming freight beyond buzzwords and hype, this episode will show you what's possible.

Kevin McMaster, SVP of Sales and Operations at Flock Freight, didn't just talk about innovation, he built it.

Flock Freight's shared truckload model combines multiple LTL shipments into full truckloads using AI-powered optimization. The result? Lower costs for shippers, better rates for carriers, and freight that moves without touching a dock.

If you've ever thought:

  • "How do we differentiate in a commoditized brokerage market?"
  • "Can technology actually solve freight problems or is it just marketing?"
  • "What does real innovation look like in logistics?"
  • "How do I build a team that embraces change instead of resisting it?"

    • This conversation will give you the roadmap.

    Kevin shares insights on building technology that actually works, selling differentiation in a skeptical market, and leading teams through constant evolution.

     

    TAKEAWAYS:

    • How shared truckload actually works and why it's more than just pooling freight
    • The routing technology and AI that powers Flock's optimization engine
    • Why market timing matters when introducing disruptive models
    • Taking a consultative approach with shippers instead of pitching features
    • How data and flexibility drive operational excellence
    • Why Flock focuses exclusively on shared truckload instead of expanding services
    • Building trust when your business model is unfamiliar to customers
    • Real differentiation vs. claiming you're different in brokerage
    • Customer retention strategies when you solve actual problems
    • How to prepare shippers for the shared truckload transition
    • Building teams that are energized by change instead of exhausted by it
    • The future outlook for shared truckload and freight optimization
    • Why delivering on promises matters more than perfect marketing

      • Whether you're in brokerage, building freight tech, leading sales teams, or exploring new business models, this episode delivers insights from someone actually doing it.

       

      CHAPTERS:

      • 0:00 Introduction: Flock Freight and Shared Truckload
      • 2:57 The Technology Behind Shared Truckload Routing
      • 5:57 Market Timing and Why Now for Shared Truckload
      • 9:09 Consultative Selling in Freight Innovation
      • 11:58 Data, Flexibility, and Operational Excellence
      • 14:51 Why Flock Only Does Shared Truckload
      • 17:57 Building Trust and Delivering on Promises
      • 20:59 Real Differentiation in Brokerage
      • 23:59 Customer Retention Through Value Creation
      • 27:03 Preparing Shippers for Shared Truckload
      • 30:14 Future Outlook for Flock Freight

        •  

        RESOURCES:

        Flock Freight: https://flockfreight.com

         

        CONNECT WITH KEVIN MCMASTER:

        LinkedIn: https://www.linkedin.com/in/kevin-mcmaster-25a7237/

         

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        Instagram: @journeydelivers

        Twitter/X: @journeydelivers

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        ABOUT THE JOURNEY PODCAST

        Welcome to The Journey Podcast, where we talk freight, sales, tech, the market and everything in between. Hosted by Will Jenkins, CEO and Founder of Journey, this show pulls from years of building & scaling freight brokerages along with the work our team does with hundreds of clients. We break down how brokers grow, how teams sell, how leaders hire, and what it takes to perform at a high-level in this industry.

        EPISODE CREDITS:

        Host, Will Jenkins

        Creative Director, Erin Sweeney

        Edited and mixed by Keenan McCarthy

        Music licensed through Envato

         

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        ABOUT THE JOURNEY PODCAST: 

        Welcome to The Journey Podcast, where we talk freight, sales, tech, the market and everything in between. Hosted by Will Jenkins, CEO and Founder of Journey, this show pulls from years of building & scaling freight brokerages along with the work our team does with hundreds of clients. We break down how brokers grow, how teams sell, how leaders hire, and what it takes to perform at a high-level in this industry.

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        The Journey PodcastBy Will Jenkins