Greatest Hits – You Won’t Believe How Will Hopkins Turned Beach Chairs and Dispatch Notes into a 40-Person Logistics Company

We’re bringing back a standout episode from Freight Nation: A Trucking Podcast featuring Will Hopkins, co-founder of BlackBox Logistics. In this conversation, Will Hopkins shares how a job dispatching trucks gave him the foundation to launch BlackBox Logistics, a full-scale brokerage that started with no backup plan and grew to over 40 employees in just four years. From throwing hay bales on a horse farm to dispatching in a sweltering Alabama room during COVID, Will’s journey is a testament to hustle, resilience, and finding purpose in every odd job along the way. He also opens up about the tough lessons of scaling a company, the importance of partnership, and why dispatching taught him to love the grind. If you missed this the first time, now’s your chance to hear how Will turned an unconventional path into a fast-growing brokerage built on trust, teamwork, and a dispatch mindset.

What happens when a kid who never followed the rules finds a path in logistics and turns it into a thriving business?

In this Greatest Hits episode of Freight Nation: A Trucking Podcast, host Brent Hutto is joined by Will Hopkins, co-founder of BlackBox Logistics. Will shares how he went from working odd jobs like horse farming and beach chair operations to discovering dispatching during COVID, eventually co-founding BlackBox Logistics. Together, they explore the real struggles of building a business without a safety net, the lessons of dispatching in the pandemic, and the mindset shift from surviving to leading in freight. This episode captures the spirit of betting on yourself, building with partners you trust, and staying committed to growth no matter how tough it gets.

What You’ll Learn:

How Will’s early odd jobs prepared him for dispatching and brokerage
Why dispatching gave him a unique advantage in the freight industry
How to build a strong team and work through disagreements
The mindset shift from side hustle to serious business
How No Backup Plan Can Fuel Your Drive
What it takes to grow a brokerage in a competitive market
How to turn even the worst jobs into learning experiences

Will is the Founder of BlackBox Logistics, a 3PL specializing in Intermodal and Truckload freight transportation. He is also co-host of 2 Dawgs, 1 Pod, alongside co-host Matt Dahl, a brand new podcast in the transportation and logistics space. Will also co-owns BlackBox Properties, and is Founder and Managing Partner at Compass Dispatching Services.

Episode Highlights:

[10:02 - 15:07] When he was 18, Will entered the logistics industry with a position at Ascent Global. Three months into the position, he moved in with two colleagues and they kept discussing starting their own company. Within a year, they went for it, founding a third-party dispatching company, Compass Dispatching Services, so as to comply with their non-compete agreements. The dispatching business involved working with owner-operators and factoring companies, providing three valuable industry experiences, especially during the COVID-19 pandemic. As their non-compete agreements came to an end, Will focused on the dispatching while his partners began building the brokerage, scaling back the former as the latter grew. Roughly nine months ago, they transitioned fully to the brokerage, BlackBox, which has now grown to over 40 employees.

[15:43 - 20:02] When he first started his business, Will was ignorant about essential business operations like HR, payroll, and taxes. He quickly learned that these often unappealing administrative tasks are necessary for a well-functioning business. However, having partners to share the responsibilities was a valuable asset. Each of the three co-founders had unique skills that were complementary to one another, meaning they could holistically cover all areas of the business. Of course, they had internal disagreements, but they still managed to put on a united front, avoiding deadlock in decision-making with a majority rules mentality. They had no backup plan, but they were confident in their abilities and business plan, which both proved successful.

[25:16 - 29:09 Two main variables affect the difficulty of dispatcher and broker roles. For dispatchers, drivers can be difficult to work with. For brokers, customers can have complex requirements. Will enjoyed dispatching due to the closer relationships he was able to build with drivers and the insights gained from this, which helped in the brokerage. Further, he found that dispatching is far more predictable, allowing for better scheduling, especially when compared to the dynamic nature of brokerage. He found it fulfilling to help owner-operators and small trucking fleets, knowing he had a direct impact on their success.

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