Freight brokerage operator. Founder of FreightScout. Ponte Vedra Beach, Florida.
Connor Miller is the founder of FreightScout, freight brokerage software that runs the load from first call to invoice. He spent twelve years on freight brokerage operations floors and helped scale a brokerage division into nine figures in annual revenue before building the product.
He is a Marquis Who's Who Honored Listee for 2026 and the 2026 winner of the Jacksonville Venture Competition. He works out of the Jacksonville, Florida area and lives in Ponte Vedra Beach.
I spent twelve years in freight brokerage before I wrote a line of a product spec. Not studying brokerages. Working in one.
I sat in the seats FreightScout now serves. Prospecting shippers cold. Pricing lanes. Covering loads at four in the afternoon when the board has nothing on it. Working carriers, checking authority and insurance, running the check calls, chasing the POD, arguing about detention. Later, managing the people doing all of it, which is a different job with the same underlying problem.
Over that stretch I helped scale a brokerage division into nine figures in annual revenue. I am deliberate about that phrasing. I use "nine figures" rather than a specific number because that is the line I can stand behind without qualification.
You learn where the margin actually goes. It is almost never one big mistake. It is a hundred small ones that nobody has time to catch: the quote that went out forty minutes late, the carrier you would have called first if you had remembered the last time they ran that lane, the account that stopped tendering three weeks ago and nobody noticed because everybody was busy.
You also learn that the relationship is the entire business. A freight brokerage has no real moat. Anyone can get authority. Anyone can buy a TMS. What you actually own is a book of business and the trust behind it, and that trust lives in people, not in software.
Everything else in a brokerage is rented. The book of business is the only thing you own.
So the mistake I watched the industry make over and over was pointing technology at the wrong target. Software kept trying to replace the rep, or worse, to watch the rep. Meanwhile the best rep on the floor, the one who remembered the small stuff and never let an account go quiet, was spending most of her day on data entry and portal refreshes.
FreightScout is one platform for the whole load. It researches the account, drafts the outreach, prices the freight, builds the load, books the carrier, runs the check calls, and closes out billing.
Every agent in it automates work I either did myself or managed somebody through: the pre-call research, the post-call data entry, the follow-up that slips, the institutional knowledge that walks out the door when a good rep leaves.
The design rule I hold to is that the software is the sidekick, not the hero. Good reps get their time back so they can do the one thing that actually grows a book, which is talking to the right accounts. Nothing in it is framed as watching a rep. It is built to help somebody never drop the ball, which is a different thing entirely.
It is also gated by design. As I put it in an interview last year: "Everything is gated by design, because the goal is to earn your trust as the customer. Then it's up to you whether you toggle full autonomy."
More on the product at freightscout.ai, and my founder page there is at freightscout.ai/founder.
I want to be plain about this because people ask. I did not come to freight technology from computer science. I came to it from the operations floor, and I built the company around that fact rather than in spite of it.
My view is that operators build better software for operators. Someone who has actually sat at the desk knows which twelve of the hundred possible features matter, and knows which "improvement" would get quietly ignored by every rep on the floor by Thursday.
The essays are on the writing page. Interviews and press are on the press page.
The fastest way to reach me is LinkedIn, or take fifteen minutes on my calendar. If you run a brokerage and want to see FreightScout on a real book, I give the demo myself.