Dave Chalmers

I started Bridgetown Trucking the way a lot of small companies do: new to the business, learning just in time, and saying “yes” to whatever it took to keep things moving. In the early days, I was a co-owner, truck driver, dispatcher, accountant, and warehouse manager all at once.

Growth came in stages—more trucks, more people, more hours on the road. When the moves got bigger—larger warehouses, new lanes, or scaling beyond a single truck—I treated each one as something that deserved real focus and careful thought.

Today, my role is less about being in the middle of operations and more about supporting the growth of our staff and our departments. I work closely with teams across operations, sales, accounting, and marketing—helping create structure where it’s needed and supporting leaders as they grow into their roles. My focus is simple: give people what they need to make good decisions and keep moving the company forward.

At my core, I’m a tinkerer. Some of my plumbing background still shows up in how I think—try something, adjust it, see what works, fix what doesn’t. I’ve probably taken more risks and made more mistakes than anyone at Bridgetown, but that process is how I’ve learned, adapted, and grown something that creates real value for both customers and employees.

Outside of work, I spend most of my time with my wife and our two kids. We travel when we can and try to make the most of the time we have together. Antoinette and I get to as many live music or comedy shows as we can, and we love exploring Portland’s food scene with friends. And, of course, I sneak in a round of golf when I can.

That time away keeps me grounded—and it’s what reinvigorates me to keep building Bridgetown into a world-class freight solutions company.