The Playbook

Adam Wingfield Wednesday, January 7, 2026

A Scholarship That Recognizes the Family Behind the Truck

Trucking is rarely a one-person job. Every mile logged, every late night delivery, every holiday spent on the road usually has a family on the other end of it—supporting, sacrificing, adjusting, and carrying part of the load. That’s something the industry doesn’t talk about enough. And it’s exactly what the OOIDA Mary Johnston Scholarship Fund […]

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Rob Carpenter Wednesday, January 7, 2026

FMCSA Extends Paper Med Card Waiver and What’s Behind The Endless Extensions

State licensing agencies had a decade to implement what amounts to a database connection for CDL medical certifications. Instead, FMCSA has spent 2025 issuing waiver after waiver while drivers get placed out of service and fraud vulnerabilities persist. The agency’s hands-off approach to NRII enforcement explains why states feel comfortable ignoring federal CDL standards across the board.

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Rob Carpenter Friday, January 2, 2026

California’s Budget Crisis and What It Means for Trucking

California’s latest high-risk audit reads like a warning label for the freight industry. As the state struggles with data integrity, benefit administration, and mounting fiscal pressure, the consequences may extend beyond Sacramento, into CHP staffing, roadside inspections, and federally funded enforcement programs that trucking depends on.

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Adam Wingfield Monday, December 29, 2025

Year-End Housekeeping for Small Carriers

The end of the year sneaks up on small carriers faster than most people realize. One minute you’re grinding through the end of the season, chasing loads and keeping wheels moving. The next thing you know, it’s late December and everyone is talking about filings, renewals, and “stuff you’re supposed to do.” Year-end actions are […]

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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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Adam Wingfield Thursday, December 18, 2025

The Difference Between a Truck Owner and a Business Owner in Trucking

There’s a moment in every trucking journey where two operators standing in the same parking lot, pulling similar freight, and running similar equipment quietly drift onto completely different paths. On the surface, nothing looks different. Both trucks are running. Both drivers are working. Both businesses are technically “operating.” But underneath, one is being held together […]

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