Owner-Operator Essentials

Rob Carpenter Friday, January 30, 2026

FMCSA Counts Inspections. Nobody Counts Compliance.

FMCSA and its state partners conduct 3.3 million roadside inspections annually, placing nearly a million vehicles and drivers out of service, but states are measured on inspection volume, not enforcement outcomes. The inspectors’ own alliance wants to eliminate the requirement that carriers confirm they fixed the problems. There are 800,000 carriers and 12,000 audits a year. Texas has a state law that conflicts with federal ELP requirements, so drivers get licensed there and are placed out of service elsewhere. We’re counting inspections. Nobody’s counting compliance.

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Rob Carpenter Thursday, January 29, 2026

The $75,000 Bond and Truckers Left Holding The Bag

Nearly 88,000 trucking companies closed in 2023. Fraud losses topped $455 million in 2024. Carriers filing claims against $75,000 surety bonds are discovering that the pot’s already been split 50 ways. As the Supreme Court prepares to rule on whether brokers can be held liable for hiring bad carriers, it’s time to ask: who really bears the risk in freight, and is the system rigged against the people actually moving the loads?

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Adam Wingfield Thursday, January 8, 2026

A Sit-Down With a Grassroots Movement: American Truckers United and the Fight Nobody Planned For

Some of the loudest conversations in trucking right now aren’t coming from policy rooms, conference stages, or trade group press releases. They’re coming from drivers, fleet owners, and industry veterans who feel like something fundamental shifted — and nobody warned them it was coming. That’s why this episode of The Long Haul was different on […]

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Adam Wingfield Tuesday, November 18, 2025

The Load Board Goes Down, Now What?

When you’re a one-truck owner-operator or a small 3–5 truck fleet, your morning rhythm is clockwork: coffee, pre-trip, open the load board, refresh, refresh again, stare at the rates, call brokers, negotiate, roll. But all it takes is one outage—DAT glitches, Truckstop freezes, the phone app crashes, or the entire system goes offline—and you’re stuck. […]

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Adam Wingfield Thursday, August 21, 2025

Setting Up a Fuel Strategy That Aligns with Trip Planning

Here’s the truth: fuel is your second-biggest cost right behind your truck payment or labor. Yet too many fleets treat it like an afterthought. If you’re not planning fuel alongside your routes, you’re not running in the most effective way—you’re running blind. And in this market, blind spots cost real money. The fleets that win […]

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Adam Wingfield Thursday, August 21, 2025

Building a Backup Load Plan in Case of Cancellation

Here’s the hard truth: you don’t control freight. You don’t control whether a shipper changes their plans last minute or if a broker backs out of a commitment. What you do control is how you respond. Too many small fleet owners treat freight cancellations like personal attacks. But this business isn’t personal—it’s just business. You […]

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Adam Wingfield Saturday, June 28, 2025

How to Budget Weekly Pay When Freight is Inconsistent

Inconsistent freight isn’t just a market trend—it’s a reality every small fleet owner has to face head-on. One week you’re running $3.20/mile on solid round trips. The next, you’re fighting for $2.10/mile spot market loads and dealing with detention that doesn’t pay. But your bills? They don’t care. Driver pay, insurance, maintenance, truck payments, and […]

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Rob Carpenter Monday, June 2, 2025

A Practical Guide to CVSA Brake Safety Week 2025

With over 12% of trucks sidelined during last year’s CVSA Brake Safety Week, the 2025 focus on rotors and brake drums puts heavy-duty and vocational trucks in the crosshairs. This guide breaks down what inspectors look for and how clean, well-maintained rigs are more likely to pass or avoid inspection altogether.

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Adam Wingfield Thursday, May 15, 2025

How to Read Your Rate Con Like a Pro

Too many carriers treat the rate con like a formality, but buried in those few pages are the traps that can cost you detention pay, shift liability, or delay your check for weeks. In this guide, we walk through how to break down a rate confirmation like a fleet manager, flagging sneaky clauses, protecting your rights, and building a system to manage paperwork at scale. In trucking, reading the fine print is financial survival.

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Adam Wingfield Thursday, May 1, 2025

How to Get From Lease-On to Authority in 90 Days

The jump from leased-on driver to running under your own authority feels easy when you’re frustrated with your current situation. You start thinking, “Man, if I’m doing all the work, why am I giving up 20%, 30%, even 40% of the money?” And you’re not wrong to feel that way. But emotion doesn’t pay for […]

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Rob Carpenter Monday, April 28, 2025

Meet Bubba. The AI Voice Assistant Built for Truckers

Meet Bubba, the AI-powered voice assistant designed specifically for drivers. Bubba finds loads, negotiates rates, vets brokers and manages documents while protecting drivers’ profits and time. After decades of everyone but drivers using AI, Bubba finally brings real-world driver-first solutions that let you stay focused on the road while maximizing your margins. Learn why Bubba might just be the smartest, toughest, “Say no to Cheap Freight” dispatcher you’ll ever have.

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