Freight brokerages run on speed, accuracy, and trust. Yet many teams still manage critical daily work through phone calls, spreadsheets, and older systems that make it hard to see risks before they become problems.
That is the operational world Connor Miller knows well. As CEO of FreightScout, he is building a freight brokerage operations platform shaped by years spent directly inside brokerage workflows. In this Biz Champions spotlight with Major Harding on The Horse’s Mouth, Connor’s story offers a practical look at what happens when deep industry experience is turned into technology that solves real problems.
Meet Connor Miller, CEO of FreightScout
Connor Miller leads FreightScout, a logistics and supply chain company based in Jacksonville, Florida. FreightScout is designed as an operating system for freight brokerages in an industry the company describes as still heavily dependent on phone calls, spreadsheets, and legacy software.
The platform focuses on the operations floor: carrier check calls, load building, margin leakage, and turning conversations into structured operational intelligence. For freight teams, that means clearer visibility into what needs attention and fewer hours spent chasing scattered information.
Built by Someone Who Lived the Problem
One of FreightScout’s defining strengths is that it was built from firsthand freight brokerage experience. Connor spent twelve years in freight brokerage operations and helped scale a brokerage from $15M to $130M.
That background matters because the daily details of freight operations are easy to underestimate from the outside. Missed check calls, unresolved billing holds, margin leakage, and knowledge loss when a team member leaves are not abstract problems. They are the kinds of recurring issues that can slow down the entire business.
Solving Operational Friction at the Source
Connor describes the most enjoyable part of his work as the moment when something he built removes work from a real person’s plate. For example, when an operations manager starts the week with clear visibility into which loads are at risk and which carriers went quiet over the weekend, that is the payoff.
For anyone leading a freight brokerage, the lesson is simple: the best technology does not just add another dashboard. It should reduce friction, surface the right information, and help experienced operators make better decisions faster.
From Operations Floor to Technology Founder
Connor’s path into building a technology platform was not traditional. He has shared that one of his biggest obstacles was deciding to build software without a formal engineering background. What he did have was twelve years of knowing exactly what was broken and why.
That perspective became an advantage. Instead of starting with theory, FreightScout started with the operational pain points Connor had experienced directly. The result is a platform running live operations at a brokerage, with an enterprise pilot underway at a $2B company.
A Lesson for Entrepreneurs
Connor’s experience is a strong reminder that domain expertise can be one of the most valuable assets an entrepreneur brings to the table. Credentials can matter, but they are not the only path to building something useful. In many industries, especially logistics and supply chain, the person closest to the problem often sees the clearest solution.
Why Freight Brokerage Operations Need Better Systems
Freight brokerage is a high-pressure environment where small delays and missed details can create ripple effects. Teams need to know which loads require attention, which carriers need follow-up, where margin may be at risk, and how to preserve important information across conversations.
A freight brokerage operations platform like FreightScout is designed to help address those kinds of challenges by organizing work around real operational needs. For leaders, this can support better visibility, stronger accountability, and more consistent execution across the floor.
What Brokerage Leaders Can Take Away
FreightScout’s story offers practical lessons for business owners, operators, and logistics leaders:
- Start with the real bottleneck. The most useful systems are built around the problems teams face every day.
- Protect operational knowledge. When critical context lives only in one person’s head, the business becomes vulnerable.
- Make information easier to act on. Data is only valuable when it helps teams make timely decisions.
- Build for the people doing the work. Technology should support operators, not create extra steps.
Inspiration from Inside the Freight Industry
Connor points to Jeff Silver as an industry figure who inspires him. Silver built Coyote Logistics into a billion-dollar brokerage and sold it to UPS, then continued working on freight technology through Mastery. For Connor, that path shows how someone from inside freight operations can go on to build category-defining technology.
That connection between operational experience and innovation is central to FreightScout’s identity. The company’s approach is grounded in the belief that the people who have lived the complexity of freight are well positioned to improve how the industry works.
FreightScout and the Future of Brokerage Operations
As logistics and supply chain companies continue to modernize, freight brokerages need tools that match the speed and complexity of their work. FreightScout is focused on helping brokerage teams move beyond fragmented processes and toward more structured, visible, and efficient operations.
For operations managers, owners, and brokerage leaders, the opportunity is not just to adopt new technology. It is to rethink how work flows across the team, how risk is identified, and how critical knowledge is captured before it disappears.
Conclusion
Connor Miller’s journey with FreightScout is a clear example of how deep industry experience can become a foundation for meaningful business innovation. By building from the realities of freight brokerage operations, FreightScout is addressing practical challenges that many logistics teams know all too well.
To learn more about FreightScout and its work in freight brokerage operations, visit https://freightscout.ai/. You can also connect with Connor Miller on LinkedIn at https://www.linkedin.com/in/realconnormiller/.
