Playbook: Growth & Scaling

Adam Wingfield Thursday, July 9, 2026

He Found His Way Out of the Streets in a Prison Cell With a Pamphlet. This Is How Debon “DJ” Sims Built a Trucking Business Nobody Could Take From Him.

The decision that changed Debon Sims’s life got made in a prison cell, over a pamphlet. That is where this story starts, and it is worth sitting with, because it frames everything that comes after. In 2015, Sims got into what he calls the only kind of trouble he had ever been in, his first […]

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FreightWaves Staff Thursday, June 11, 2026

He Walked Away From 28 Years Behind the Barber Chair for a $10,000 Box Truck With 500,000 Miles. Five Years Later, Here Is What He Wishes Someone Had Told Him.

There is a version of trucking that lives on YouTube. Somebody stands next to a box truck and explains how they made six figures in their first year, and the comments fill up with people saying they are about to quit their jobs and do the same thing. Some of them actually do it. Victor […]

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Adam Wingfield Wednesday, May 13, 2026

Pharma, Food, Flatbed, and Automotive. The Four Re-shoring Freight Lanes Small Carriers Can Actually Win — and the One They Should Stop Chasing. 

The Gap Between the Headline and the Freight The White House published a press release on April 22, 2026, titled “Trump Effect: American Manufacturing Is Roaring Back as Factory Activity Hits Four-Year High.” The ISM Manufacturing PMI did reach 52.7 in March 2026 — a multi-year high that signals genuine expansion in domestic manufacturing activity. […]

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Adam Wingfield Wednesday, May 13, 2026

The Load Board Is Busy Because Shippers Are Panicking — Not Simply Because the Market Recovered. Here Is the Difference That Matters.

What Is Actually Driving the Freight Right Now The surge in freight movement that started in late April and is accelerating through May 2026 is not the organic demand recovery that small carriers have been waiting three years to see. It is, in large part, a tariff front-load. Shippers who import goods from China, Mexico, […]

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Adam Wingfield Monday, March 30, 2026

The Market Maybe Telling You to Grow. Here Is Why the Smartest Carriers Are Waiting 90 More Days Before They Pull the Trigger.

The mood has shifted. After three years of one of the most brutal freight downturns in modern trucking history, the data is finally moving in the right direction. Spot van rates have climbed for seven consecutive months. Load-to-truck ratios are at multi-year highs. Carrier exits have been accelerating, tightening the supply side of the equation. […]

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Adam Wingfield Tuesday, March 17, 2026

There Are 292,000 Shippers in America and 9 out of 10 Carriers Have 10 Trucks or Less — The Match Has Been Right in Front of You the Whole Time

Most small carriers operate their entire business through a load board. The freight comes through a broker, the rate gets negotiated down, the carrier moves the load, gets paid on net-30 or net-45 (or quick pay/factoring), and then goes back to the board looking for the next one. That cycle is familiar. It is also […]

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Adam Wingfield Tuesday, December 23, 2025

Why Knowing Your Numbers Is a True Competitive Advantage in Trucking

At Playbook, we’ve recently partnered with ATBS, one of the most trusted accounting and advisory firms in trucking, to help owner-operators and small carriers get clearer on something that has quietly become a competitive advantage in today’s market: understanding profitability at a granular level. Not estimates. Not averages. Not what worked last year. Real numbers, built […]

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Contributed Content Thursday, October 16, 2025

FEMA Freight 101 – How Small Carriers Can Become Trusted Emergency Partners

Contributed Content If you’ve ever thought about hauling FEMA loads, now’s the time to get your paperwork in order. FEMA’s Transportation Service Provider (TSP) program opens registration once a year — and if you miss it, you’ll be sitting on the sidelines when emergency freight starts moving. Getting approved isn’t complicated, but it does take […]

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