Feb - 2026 -
18 February
Adam Wingfield

Shining a Light on Industry Excellence: Why FreightValidate Is Flipping the Script

For the last few years, if you’ve followed trucking headlines, you’d think the entire industry is falling apart. Fraud schemes. Cargo theft. Crash investigations. CDL scandals. Bankruptcy filings. Rate collapses. Regulatory fights. Scroll your feed long enough and it starts to feel like trucking is nothing but dysfunction. But that isn’t the full story. It […]

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17 February
Adam Wingfield

When the Farm Belt Feels the Pressure: What Agricultural Strain Could Mean for Freight

American agriculture rarely makes front-page freight headlines, yet it quietly underpins a significant portion of trucking demand. Grain, livestock, fertilizer, seed, feed, refrigerated meat, packaged goods, ethanol, farm equipment—entire freight ecosystems depend on a stable farm economy. Recent reporting has highlighted a sharp rise in farm bankruptcies and growing concern from agricultural leaders about systemic […]

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Adam Wingfield

Broker Transparency, Accountability, and the Freight Market Conversation We Need to Have

The freight market does not suffer from a lack of opinions. It suffers from a lack of structured conversations. Broker transparency has become one of the most debated topics in trucking, often framed in emotional terms and amplified by social media soundbites. Recently, I sat down with Chris Jolly, known widely as the Freight Coach, […]

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Adam Wingfield

Getting the Last Dime Out of Every Mile: A Lesson in Efficiency

When I was a teenager working at a Subway in Sumter, South Carolina, I used to get corrected for something that seemed small at the time. I would build a sandwich, stack it high, and make it look generous. My boss would walk by and say, “That’s too many tomato slices.” I didn’t understand it […]

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15 February
Adam Wingfield

Don’t Look – But We Might Be on the Brink of a Market Breakout

For the better part of three plus years, most small carriers and owner-operators have felt like they’ve been grinding uphill in soft dirt. Rates fell, truckload volumes cooled and tender rejections disappeared. All while new authorities flooded in and every time it looked like things might turn, something else pushed it back down to a […]

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Adam Wingfield

CVSA Approves 17 Changes to 2026 Out-of-Service Criteria – What Small Carriers Need to Know Before April 1

The Commercial Vehicle Safety Alliance has approved 17 changes to the 2026 North American Standard Out-of-Service Criteria that will take effect April 1, 2026, and while some updates are technical, several directly affect how drivers and small fleets will be inspected on licensing, ELDs, brakes, cargo securement, wheels and even hazardous materials placarding. On December […]

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12 February
Adam Wingfield

Court Challenge Filed After FMCSA Finalizes Non-domiciled CDL Rule, Legal Fight Continues

A new legal battle is underway following the U.S. Department of Transportation’s final rule tightening eligibility standards for nondomiciled commercial driver’s licenses, setting the stage for continued litigation in the D.C. Circuit Court of Appeals. One day after the Federal Motor Carrier Safety Administration published its final rule formalizing restrictions on nondomiciled CDLs, a coalition […]

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11 February
Adam Wingfield

Truck Safety Tip Line Created to Address Safety and Fraud Concerns

U.S. Senator Jim Banks of Indiana has launched a new federal reporting initiative aimed at collecting safety-related concerns from within the trucking industry. The Truck Safety Tip Line, now live on his official Senate website, is designed as a centralized channel for drivers, carriers, industry employees and members of the public to submit information related […]

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10 February
Adam Wingfield

Why Credit Is Quietly Deciding Who Survives in Trucking

For most owner-operators and small carriers, the conversation about survival usually starts with rates. Fuel prices come next. Then brokers. Then regulations. But during a recent episode of The Long Haul, one reality kept surfacing over and over again: many carriers don’t fail because they can’t run freight — they fail because they never fully […]

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Adam Wingfield

As Non-Domiciled CDL Rules Face Litigation, Trucking Still Needs an Honest Conversation

There’s a lot of discussion right now about non-domiciled CDLs. Headlines are flying, social media is dialed, and everybody’s got an opinion. But for the people actually holding the steering wheel — the drivers — much of what’s being said doesn’t line up with what’s really happening at the DMV, at the scale house, or […]

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03 February
Adam Wingfield

Felony Child Abuse Charge Filed Against Wichita Freight Company Executive

The CEO of King of Freight, a shipping company based in Wichita, Kansas, has been charged with felony child abuse and has stepped down from his leadership position as legal proceedings begin, according to court records and company communications. Michael Ricklefs, who served as CEO and was listed as part owner of King of Freight, […]

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Jan - 2026 -
21 January
Adam Wingfield

Power-Only Programs in Trucking – Why They Exist, Why They’re Criticized, and What Happens If They Disappear

Power-only trucking sometimes is one of the most misunderstood pieces of the freight industry. Scroll social media long enough and you’ll see it framed as everything from a liability dodge to a race-to-the-bottom strategy that hurts drivers, safety, and rates. Others defend it as one of the few flexible tools left in a market that […]

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14 January
Adam Wingfield

What OOIDA Is Really Fighting For on Right to Repair

The conversation around Right to Repair has been floating around trucking for years, but it’s usually talked about in vague terms. More access. More fairness. More competition. What Owner-Operator Independent Drivers Association (OOIDA) is pushing for right now is much more specific — and much more urgent. At its core, this is about who controls […]

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09 January
Adam Wingfield

When It May Be Time to Use a Third-Party Driver Recruiting Company — And When It’s a Mistake

There’s a moment most small fleet owners reach — usually late at night, staring at parked trucks — where the thought creeps in: “Maybe I just need help finding drivers.” It sounds simple. Logical, even. But recruiting isn’t just about finding people. It’s about filtering, selling, onboarding, and retaining — all at the same time. […]

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Adam Wingfield

Should You Scale in 2026? The Questions That Matter More Than Truck Counts

Every cycle creates the same temptation. Rates start to firm up. Capacity thins out. Enforcement tightens. Someone tells you, “Now’s the time to grow.” And for some carriers, that will be true. But for many others, scaling in 2026 without the right foundation will quietly turn a survivable business into a fragile one. The mistake […]

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Adam Wingfield

New Engine Oil Standards Are Coming — Here’s What Truckers Actually Need to Know

Starting January 1, 2027, new heavy-duty diesel engines will hit the road. And when engines change, oil has to change with them. That’s the entire story. Under upcoming EPA regulations, heavy-duty diesel engines must achieve significant emissions reductions: an 80% decrease in nitrogen oxides (NOx) and a 50% cut in particulate matter. Furthermore, these rules […]

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08 January
Adam Wingfield

Knowing Your Numbers Is One Thing — Using Them Is Where the Advantage Actually Shows Up

Part One laid the groundwork for why knowing your numbers matters in trucking. Not in a motivational way. Not in a “be a better business owner” cliché way. But in a very real, very practical sense: if you don’t know what it actually costs you to run your truck, you’re not negotiating freight — you’re […]

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Adam Wingfield

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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07 January
Adam Wingfield

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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Dec - 2025 -
29 December
Adam Wingfield

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

The 10 Playbook Stories That Defined Trucking in 2025 — And Why They All Point to the Same Truth

The 10 Playbook Stories That Defined Trucking in 2025 — And Why They All Point to the Same Truth If 2025 taught the trucking industry anything, it’s that the pressure wasn’t coming from just one direction. It wasn’t only rates. It wasn’t only regulation. It wasn’t only technology or labor or compliance. It was all […]

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23 December
Adam Wingfield

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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19 December
Adam Wingfield

What an Expiring ACA Could Mean for Owner-Operators and Small Carriers

Health insurance has never been simple in trucking. For owner-operators and small carriers, it’s often one of the most confusing, expensive, and emotionally loaded parts of running the business. And in 2026, that pressure could increase — not because of a new law, but because a temporary one may quietly run out. Several provisions tied […]

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Adam Wingfield

Setting Business Goals for Your Trucking Company in 2026

With 2025 almost in the books, the smartest thing a small carrier can do right now isn’t chase one more load — it’s slow down just enough to decide what 2026 actually needs to look like. If you’re reading this with less than two weeks left in the year, you’re right on time. Not late. […]

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18 December
Adam Wingfield

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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Adam Wingfield

From Box Truck to Big Rig – What Actually Changes After You Buy the Semi (Part Two)

Going from a straight truck to a semi doesn’t end when you get the keys. That’s when the real differences start to show. In Part One, we talked about the decision to move from a box truck into a semi — the systems, discipline, and readiness required before you ever sign paperwork. Part Two is […]

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Adam Wingfield

Why Cost Per Hour and Cost Per Day Matter Just as Much as Cost Per Mile

Some carriers are taught to think in cost per mile. It’s familiar. It’s easy to explain. And it’s only part of the picture. Cost per mile tells you how expensive it is to move the truck down the road. It does not tell you how expensive it is to run a business. That’s where cost […]

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Adam Wingfield

Winter Isn’t Just a Season — It’s a Stress Test for Small Carriers

Winter doesn’t usually just put trucking companies out of business overnight. It exposes the cracks that were already there. That’s the core idea behind the Winter Readiness Masterclass we recently held inside Playbook. Not winter as a weather problem—but winter as a stress test on your equipment, your drivers, your cash flow, your dispatch decisions, […]

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Adam Wingfield

Is the Spot Market Waking Up or Just Stretching?

That story feels familiar to small carriers for a reason. Spot rates don’t move on a schedule, and they don’t follow clean rules. For years, the industry has tried to predict them with confidence — the turn is coming, capacity is tightening, just wait a few more weeks. After enough missed calls, you stop reacting. […]

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Adam Wingfield

The Most Expensive Part of a Breakdown Is Not Knowing What’s Wrong

Your truck isn’t just a piece of equipment. It’s your office. Your income. Your schedule. Your leverage. And the moment a DPF light or engine fault shows up on the dash, all of that can grind to a halt. That reality is exactly why this recent episode of The Long Haul hit home for so […]

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11 December
Adam Wingfield

Is Texas Quietly Downgrading Non-Domiciled CDLs? — Here’s What We Actually Know So Far

Over the past several days, screenshots like the one circulating below have spread rapidly across trucking social media. The letter, issued by the Texas Department of Public Safety (DPS), notifies a driver that their non-domiciled Commercial Learner’s Permit or CDL has been cancelled effective immediately, citing non-compliance with federal regulations. Naturally, that has triggered a […]

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08 December
Adam Wingfield

Non-Domiciled CDL Drivers and Highway Safety: What the Numbers Say, What They Don’t, and How Social Media Fills the Gaps

The debate over non-domiciled CDL holders — and immigrant CDL drivers who entered the workforce after 2019 — has exploded across social media. One viral crash video turns into a sweeping accusation. One fraudulent licensing scandal becomes proof of a national crisis. One politician posts a clip, and suddenly the internet decides an entire segment […]

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02 December
Adam Wingfield

North Carolina Finally Ends Booting on Commercial Vehicles — Could Other States Follow?

For years, drivers rolling through North Carolina have been dealing with a problem that never should’ve been part of their workday—a growing number of private parking-lot companies slapping boots on tractor-trailers and box trucks the second a driver stepped away from the vehicle. Some operators waited in the shadows for truckers to leave the cab. […]

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Nov - 2025 -
24 November
Adam Wingfield

Are Road Cameras Catching Log Violations? Why License-Plate Cameras May Become Your Next Inspector

For the last 48 hours, a single inspection report has been blowing up timelines across trucking social media. Not because of a brake issue. Not because of a weight violation. Not even because of an ELD malfunction. It’s blowing up because of one line buried inside the violation notes — a line many drivers never […]

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22 November
Adam Wingfield

DOT Memo Reveals New Crackdown on Chameleon Carriers

A newly surfaced draft memo from inside the U.S. Department of Transportation signals one of the strongest federal moves yet to identify and shut down “chameleon carriers” — companies that repeatedly shut down, reopen under new names, and dodge enforcement. For years, these operators have quietly slipped through the cracks, hurting small legitimate carriers and […]

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21 November
Adam Wingfield

Why Every Small Carrier Needs a Web Presence — Especially If You Want Direct Freight

Some small carriers believe direct shippers only care about price, capacity, and service. But in 2025, that’s not the full picture anymore. The companies you’re trying to do business with — whether it’s a local manufacturer, a regional distributor, or a national retailer — are vetting carriers differently. They’re pulling up Google. They’re checking your […]

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Adam Wingfield

FMCSA Threatens to Decertify Pennsylvania’s CDL Program After Uzbek Terror-Suspect Obtains State License

When news broke that an Uzbek terror-suspect was arrested in Kansas while holding a Pennsylvania-issued commercial driver’s license, the trucking world felt the shockwave immediately. The man’s name was Akhror Bozorov, and federal officials now say his case exposed a breakdown inside Pennsylvania’s CDL verification system that has been building for years. That one license […]

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Adam Wingfield

What Lowe’s and Walmart Just Told Us About Q1 Freight — Part 2 of the Retail Freight Outlook

When Home Depot reported earnings early this week, it gave us the first real signal about how freight could shape up heading into Q1. They told us the consumer wasn’t collapsing, but they also weren’t opening their wallets like they used to. Big home projects were getting delayed. DIY was soft. And inventory levels were […]

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Adam Wingfield

ACT: Used Truck Prices Steadying, But Small Carriers Should Pay Close Attention to What’s Coming Next

The used truck market has been on a roller coaster for the last five years. First came the COVID boom, when prices exploded and used tractors were selling for more than brand-new models did prior it felt like. Then came the freight recession, which sent prices tumbling and flooded the market with equipment nobody wanted […]

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Adam Wingfield

EPA Holds Firm on 2027 NOx Rule – What Small Carriers Need to Know Before the Market Shifts

For months, the trucking industry has been waiting to see whether EPA would bend, pause, or extend the 2027 NOx emissions deadline. Industry groups filed petitions. Manufacturers warned about rushed timelines. Trucking associations argued the rollout was too fast and too expensive. But none of it moved the agency. EPA said no. The deadline remains. […]

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Adam Wingfield

Why Winter Makes Fuel Water Separators and Air Tank Drains Non-Negotiable for Small Carriers

The first real cold snap of the season is when a lot of truckers remember something they already knew: winter doesn’t care how busy you are, how many miles you need this week, or how tight freight already feels. Winter finds every shortcut you’ve taken. It finds every part you ignored. It finds every ounce […]

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19 November
Adam Wingfield

From Box Truck to Big Rig – What It Really Takes to Make the Jump Into A Semi. (Part One)

A lot of people start trucking behind the wheel of a box truck. It makes sense. It’s cheaper to enter, easier to insure, simpler to operate, and gives you a way to learn without jumping straight into the deep end. A box truck feels like the starter home of trucking — a stepping stone toward […]

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18 November
Adam Wingfield

Why Demand — Not Truck Attrition — May Decide the Fate of Small Carriers in 2026

For the past year, there’s been a steady belief floating around the industry that once enough capacity leaves the market, rates will finally rise. It sounds reassuring. It sounds straightforward. But it’s also dangerously incomplete. Because the reality small carriers deal with every single day tells a different story: capacity exits are temporary, but demand […]

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Adam Wingfield

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

What Home Depot’s Q3-2025 Earnings May Tell Truckers About Freight in Q1

The moment Home Depot dropped its Q3-2025 earnings (along with updated guidance), it wasn’t just Wall Street that took notice. If you’re running a one-truck or five-truck fleet, you should’ve been watching too. Because what Home Depot does in its stores and warehouses eventually shows up on the load board, in your balance sheet, and […]

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14 November
Adam Wingfield

Wreaths Across America — A Trucker-Driven Mission That Honors, Connects and Lifts Community Spirits

By the time December rolls around, trucking looks different. Freight slows down. Parking fills up earlier. Drivers feel the cold creeping into their bones. But there’s one thing winter does that no other season can: it slows the world down just enough for us to remember what matters. And that’s when the Escort to Arlington […]

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13 November
Adam Wingfield

Your First Winter as an Owner-Operator — How to Stay Rolling When the Cold Hits Hard

The first real winter as an owner-operator feels a lot like your first year running your own business — the weather just exposes what you didn’t prepare for. Cold doesn’t care how motivated you are, how nice your truck is, or how solid your dispatcher sounds on the phone. When the temps fall below freezing, […]

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11 November
Adam Wingfield

Federal Court Hits Pause on FMCSA’s Non-Domiciled CDL Rule

The U.S. Court of Appeals for the District of Columbia Circuit has officially put the brakes on the FMCSA’s interim final rule governing non-domiciled CDLs, issuing an administrative stay on November 10, 2025. The decision, filed under Case No. 25-1215 (Jorge Rivera Lujan et al. v. Federal Motor Carrier Safety Administration), temporarily halts enforcement of […]

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Adam Wingfield

“America’s Biggest Truck Stop” Falls Silent — Inside the Eviction of Trucker’s Paradise in Texas

When Trucker’s Paradise opened its doors in late 2024, the company’s promise was bold enough to turn heads across the industry. The Gainesville, Texas-based travel center billed itself as “America’s biggest truck stop,” a sprawling complex built to redefine what life on the road could look like for professional drivers. The concept was ambitious: convert […]

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10 November
Adam Wingfield

H.R. 5688 Explained — What It Means for Drivers, Fleets, and the Future of CDLs

The political shorthand you see on social platforms—maybe misleading if you don’t take the time to sit-down and unpack it. What this bill really does is change how non-domiciled commercial driver’s licenses (CDLs) are issued in the U.S. It’s not about nationality; it’s about eligibility, record-keeping and compliance. Whether you’re an owner-operator running your own […]

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07 November
Adam Wingfield

Legal Battle Over FMCSA’s Non-Domiciled CDL Rule — What the Lawsuit Claims and What’s at Stake

A federal lawsuit is now underway challenging the Federal Motor Carrier Safety Administration’s (FMCSA) new interim final rule that limits the issuance of non-domiciled commercial driver’s licenses (CDLs). The lawsuit, filed on October 20, 2025, in the U.S. District Court for the D.C. Circuit, argues that FMCSA’s decision to enforce the rule immediately—without going through […]

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Adam Wingfield

Consensus Forming in Trucking  – What the Big Guys Are Saying About the Near Future

The heavy hitters in trucking just finished their Q3 calls, and what they’re saying is loud enough for small carriers to hear: things are messy, but there’s a glimmer of opportunity if you play tight. From the Covenant Logistics team seeing “all‑time high” contract bids, to Old Dominion Freight Line eyeballing shrinking tonnage, the message […]

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06 November
Adam Wingfield

Every Load You Haul Starts Here — Don’t Skip the Fine Print

You’ve seen thousands of them by now. The broker emails the rate confirmation, you glance at the pay, the pickup, the drop — maybe the weight if you’re paying attention — and then hit “Sign.” But that one-page piece of paper you treat like a formality? It’s the contract. Not a suggestion. Not a handshake. […]

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Adam Wingfield

How to Choose the Right Authority to Lease Your Truck With

When you’re staring at that lease-on contract, it’s easy to get tunnel vision. You see the logo, the promise of steady freight, maybe a fuel card or a shiny dispatch app — and you start thinking this might finally be the break you need. But that signature can change everything. Whether you lease your truck […]

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Adam Wingfield

What Midland’s $5 Million Write-Off Teaches About the Next Phase of the Trucking Slow Down

Trucking’s pain is spreading beyond freight rates and diesel prices — it’s now hitting the banks. In its third-quarter earnings release, Midland States Bancorp revealed that trucking industry woes triggered $5 million in equipment finance charge-offs for the quarter, prompting the Illinois-based lender to walk away from equipment financing altogether. That decision wasn’t made lightly. […]

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Adam Wingfield

Fuel Ain’t Just Fuel — How Smart Small Carriers Save Thousands with Station Choice and Burn Rate

Most small trucking company owner wants to save on fuel — but some don’t actually know how. They’ll pull into the first truck stop they see, top off the tank, and gripe about diesel prices on the CB. But here’s the truth that separates profitable operators from the ones barely scraping by: your fuel cost […]

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Adam Wingfield

Operating Ratio 101 – The Small Carrier Metric That Tells the Real Story About Your Profitability

Most owner-operators know how to figure out what it costs to run their truck — that’s your breakeven point. But there’s another number that rarely gets enough attention in this industry. It’s the one that lenders care about, the one that successful fleets track religiously, and the one that separates guesswork from control: Your Operating […]

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05 November
Adam Wingfield

When a Breakdown Turns Deadly – Why TA-Petro’s Roadside Pause Should Shake Up the Whole Industry

Some drivers roll right past flashing lights, not considering those lights belong to someone’s son or daughter, wrenching under the weight of a steer axle in a live lane of traffic. Others pull over in the breakdown lane, unaware that on the other side of that phone call to roadside is a technician rushing into […]

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Sep - 2025 -
17 September
Adam Wingfield

When Brokers Treat Their Carrier Partners Right, Everyone Wins

The Broken Broker–Carrier Dynamic Ask most small carriers what they think about brokers and you’ll get some version of the same response: “They’re just middlemen, taking their cut and squeezing us dry.” And to be fair, that feeling hasn’t come out of thin air. Too many brokerages treat carriers like interchangeable parts. They chase the […]

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16 September
Adam Wingfield

When a Driver Wrecks – What Every Small Fleet Owner Must Do Immediately

There’s no gut punch quite like the phone call that starts with: “Hey, I’ve been in an accident.” Whether it’s a minor fender bender or a major wreck, your role as a small fleet owner instantly shifts from dispatcher to damage control. And the first few hours after that call will determine how expensive, disruptive, […]

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Adam Wingfield

The Truth About Local Food Service Trucking – Hard Miles, Heavy Cases, and the Grind Behind the Paycheck

When many drivers hear “local route,” they picture early starts, dinner at home, and steady pay. But when it comes to local food service trucking, that image misses a lot of what it really takes. This isn’t dry van drop-and-hook. This is backbreaking work, punishing schedules, constant hustle, and hours behind the wheel — all […]

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Adam Wingfield

The Truth About Fuel Economy – Two Things You Can Actually Control

You can’t avoid paying for fuel. But the truth is, many small carriers are bleeding thousands each month because they’re not controlling the two things they can control: Everything else—load rates, lane volatility, repair costs—is a roll of the dice in this market. Fuel? That’s your game to win or lose. So today we’re breaking […]

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15 September
Adam Wingfield

The Case That Proves Transparency Isn’t Guaranteed, Even by Law

“What did the shipper pay on that load?” It’s a question that’s lingered in truck stop diners, dispatch offices, and group chats for years — and if you’ve ever booked a load through a freight broker, you’ve probably wondered the same thing. You get a rate confirmation. You move the load. You get paid. But […]

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12 September
Adam Wingfield

Load Board Negotiation Secrets – Strategies That Boost Your Rate Without Playing Games

Let’s Be Honest… Most drivers aren’t taught how to negotiate. They’re handed a truck, told to book freight, and shoved out into a market where brokers are often trained—literally trained—to protect the margin. You? You’re just trying to get paid enough to run another week without dipping into your savings. But negotiation is a skill. […]

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11 September
Adam Wingfield

Breakdown Breakdown – How to Handle Road Repairs Without Getting Ripped Off

You’re rolling through Arkansas, just crossed the state line, and boom—your check engine light hits, your coolant temp spikes, and the power falls out of the pedal. You limp it to the shoulder, hazard lights flashing. You’re not just down—you’re at the mercy of a roadside repair vendor you’ve never met, in a city you […]

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Adam Wingfield

When the Wheels Stop Turning – What to Do With a Truck That Won’t Stay Out of the Shop

Some trucks are just cursed. That’s just the fact. Used trucks are especially a dice roll.  You know the one — every time it goes in for a PM, something new gets discovered. Transmission slipping. Electrical gremlins. DPF acting up. And as soon as you think you’re back on the road making money, bam—check engine […]

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Adam Wingfield

When It’s Time to Scale Down – How to Exit a Truck Without Sinking Your Business

Scaling down doesn’t mean you’ve failed. It means you’re making a hard, strategic decision to live to fight another day — and more people need to hear that truth without shame. Whether you’ve got 3 trucks or 30, the moment you realize one (or more) of them is bleeding you dry, it’s time to stop […]

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Adam Wingfield

Should You Keep Your Authority or Lease On – The 2025 Breakdown That Could Save (or Sink) Your Trucking Business

This Is One of the Hardest Decisions in the Business—And One of the Most Misunderstood If you’re sitting behind the wheel on your 10 hour break,  weighing whether to keep running under your own MC or lease onto someone else’s authority, you’re not alone. 2025 has put a lot of pressure on small carriers and […]

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Adam Wingfield

The Freight Forecast Nobody Wants – But Everyone Needs

If you’ve been sitting at a fuel island wondering when this market’s going to flip, you’re not alone. And you’re not crazy for thinking it still feels off—because it is. At a recent industry event, the annual FTR Transportation Intelligence Conference, two heavy-hitters in trucking leadership said what many folks in our Playbook community have […]

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Adam Wingfield

Stop Bleeding Money – Real Fleet Maintenance Strategies That Keep You Rolling

The Lesson Most Carriers Learn Too Late When most fleet owners think about maintenance, they think repairs. They think of downtime, tow bills, and chasing mechanics. But if you’re planning to grow—and not just survive—the only way to keep your trucks moving is to build a proactive maintenance program, not a reactive one. In this […]

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10 September
Adam Wingfield

This Is One of the Hardest Decisions in the Industry—And One of the Most Misunderstood

If you’re sitting at a fuel island weighing whether to keep running under your own MC or lease onto someone else’s authority, you’re not alone. 2025 has put a lot of pressure on small carriers and owner-operators to reevaluate everything. Margins are tighter. Brokers are pickier. Insurance rates are through the roof. And let’s not […]

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05 September
Adam Wingfield

Thinking About Flatbedding? What Every First-Time Open Deck Owner-Op Needs to Know

Flatbedding ain’t just freight without walls. It’s a completely different beast, and if you’ve never pulled open deck before, you need to check your assumptions at the door. There’s more money in it sometimes, sure—but there’s also more responsibility, more exposure, and more prep. And if your truck isn’t already set up for it? You’re […]

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Adam Wingfield

Super Singles or Double Trouble – What Wide Base Tires Really Mean for Your Operation

They say you can’t cut some  corners in trucking, but a lot of folks sure try when it comes to tires. Wide base singles—better known as super singles—promise lighter weight, better fuel economy, and a smoother ride. But are they worth it? Or are you trading redundancy for risk just to shave a few hundred […]

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Adam Wingfield

Behind the Hours – What Your Reefer’s Runtime Is Really Saying

If you run refrigerated freight, you already know reefer maintenance isn’t optional—it’s mission-critical. But there’s one number that quietly determines the health, resale value, and future liability of your trailer more than any other: reefer hours. So many carriers only look at year, brand, or cosmetic condition when buying or selling a reefer trailer. But […]

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Adam Wingfield

When Is It Time to Hang It Up – The Brutal Truth Every Trucking Company Owner Needs to Hear

Trucking is a business that’ll take everything you’ve got—and then ask for more. It’s not just the freight market that beats you down. It’s the long nights, the payroll stress, the truck that breaks down two days after you paid to fix it, the fuel card hitting its limit, and the broker that ghosts you […]

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Adam Wingfield

If a Driver Abandons Your Truck – What to Do, What to Avoid, and How to Make Sure It Never Happens Again

There are usually two stories behind a truck abandonment. One is the tale of a fed-up driver — pushed too far by poor planning, bad equipment, or broken promises. The other is the shady operator, the one who never intended to finish the job right and saw your truck as a temporary paycheck. Either way, […]

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Adam Wingfield

When to Drive, When to Dispatch, and When to Get Out of the Truck Completely

If you’re still behind the wheel every day, running your own loads, answering broker calls between stops, juggling dispatch while doing your pre-trip — it’s time for a gut check. Because there’s a fine line between hustle and hustle blindness. This article isn’t about telling you to park your truck tomorrow. It’s about knowing when […]

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Adam Wingfield

Used Truck Sales Are Up 29% — But New Entrants Aren’t The Ones Driving It

You’d think the market was rebounding, but all signs show we’re still in a fragile place. Rates aren’t climbing. Volumes are spotty. And OTRI (tender rejections) is stuck in the single digits, which usually means brokers are in full control of the market. So why are so many used trucks being bought right now? Let’s […]

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02 September
Adam Wingfield

The Right Way to Document Maintenance for DOT Audits and Resale Value

If you run trucks for a living, your maintenance records are more than paperwork. They’re your defense in a DOT audit and your bargaining chip when it’s time to trade or sell equipment. Yet too many carriers treat documentation like an afterthought—tossing receipts in a shoebox or relying on memory. That works right up until […]

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01 September
Adam Wingfield

You Can’t Haul What Ain’t There – And Tariffs Just May Have Made It Worse

Every trucker knows when the freight slows down—you don’t need a chart to feel it in your wallet. But if you’re a small carrier trying to make sense of why your phone’s not ringing and your loads are paying pennies, you need to understand what’s coming down the pipe. One word: tariffs. Yeah, I know. […]

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Aug - 2025 -
31 August
Adam Wingfield

How to Keep DPF Systems Alive Longer With Simple Driver Habits

Your DPF and DOC don’t fail overnight—they fail slowly, one idle session and one short trip at a time. Some think emissions system issues are bad luck or bad engineering, but the truth is these systems are extremely sensitive to how the truck is operated day in and day out. The difference between a truck […]

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29 August
Adam Wingfield

How to Plan Preventative Maintenance Around Your Freight Schedule Instead of Losing Revenue Days

Preventative maintenance is one of those areas where carriers either run a disciplined system or they run themselves into breakdowns that bleed cash. Too often, maintenance is treated like a disruption instead of a controllable part of operations. A truck goes into the shop and revenue stops. Loads are missed. Customers are frustrated. But here’s […]

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Adam Wingfield

Upside Down and Under Pressure – Selling a Truck When You Still Owe More Than It’s Worth

One of the hardest moments in trucking ownership is realizing your truck is worth less than what you still owe on it. You bought that truck thinking it was an investment, a tool to build your business. But markets shift, equipment depreciates, and sometimes the note outruns the value. That’s when you’re upside down—owing $90,000 […]

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Adam Wingfield

What Happens When You Turn in a Commercial Lease Truck Early — And How to Survive It

Commercial truck leasing through companies like Penske or Ryder is built for business flexibility—but that flexibility comes at a price if you exit early. Whether you’re downsizing your fleet, facing a cash crunch, or pivoting your business model, turning in a leased tractor before the end of the agreement doesn’t mean you just hand over […]

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Adam Wingfield

Still Selective, Still Political – What They’re Not Telling You About ELP Crackdowns

A fatal crash in Florida involving a non–English-speaking CDL holder set off a political firestorm—and it didn’t take long for Washington to respond. With headlines stacking up and safety advocates calling for accountability, newly appointed Transportation Secretary Sean P. Duffy issued a hardline directive: states must begin strict enforcement of English proficiency rules for commercial […]

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28 August
Adam Wingfield

How to Use Oil Sample Reports to Predict Failures Before They Happen

If you’re running trucks and not pulling oil samples, you’re missing a critical opportunity to catch something before it becomes a bigger issue. Oil samples are one of the cheapest, most reliable ways to see inside your engine without tearing it apart. Too many small fleet owners and operators look at oil changes as a […]

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Adam Wingfield

Scaling Your Fleet Isn’t the Goal — Scaling Profit Is

Scaling With Sanity: Financial Management for Multi-Truck Fleets wasn’t about spreadsheets and theory. It was about what actually happens when your business outgrows your personal bank account. And if you’re pushing past three to five trucks without a real financial structure in place, you’re not scaling — you’re gambling. “More Trucks Should Mean More Profit […]

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Adam Wingfield

Heavier, Slower, Broke — The Real Cost of Saying Yes to Everything

On paper, a 35,000-pound load and a 45,000-pound load might not seem that far apart. But in the real world, that 10,000-pound difference could be the reason your bank account feels thinner at the end of the month. The heavier the freight, the harder your engine works, the more fuel you burn — and the […]

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Adam Wingfield

How to Read the Early Clues of a Transmission Failure – Manual and Automated

A transmission doesn’t just wake up one day and blow itself out. It wears down in silence. It warns you in whispers—until the whisper becomes a breakdown. Slipping gears. Delayed shifts. Rattles, vibrations, burnt fluid, rising temps—these are all clues. And if you catch them early enough, you save thousands. But if you wait until […]

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25 August
Adam Wingfield

Florida Turns Weigh Stations Into Immigration Checkpoints – Necessary Protection or Risky Precedent for Small Carriers?

If you’ve been watching the headlines lately, you know immigration is once again front and center — not just in politics, but now on the asphalt. According to reports first published by the New York Post and echoed across Fox News and other major outlets, Florida has officially turned all 27 of its commercial truck […]

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Adam Wingfield

Reading Tire Wear Like a Mechanic – What Feathering, Cupping, and Shoulder Wear Tell You About Your Truck

Tires are one of the biggest operating expenses for any trucking company, but some carriers don’t treat them like the diagnostic tool they are. They see tread loss as the cost of doing business, when in reality, tires are trying to tell you what’s wrong with your truck. Every wear pattern—feathering, cupping, shoulder wear—has a […]

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Adam Wingfield

How to Correctly Adjust Slack Adjusters and When It’s Actually Needed

Brake problems don’t start at the roadside—they start in the yard with poor maintenance. One of the most overlooked pieces of a truck’s braking system is the slack adjuster. Many small fleets and drivers either ignore it completely or, worse, adjust it at the wrong time. The result is uneven braking, premature wear, out-of-service violations, […]

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Adam Wingfield

How to Implement Your OEM Maintenance Schedule Into Your ELD So You Never Miss a Critical Interval

Every truck you purchase comes with an OEM maintenance schedule. Most ELDs you install has the ability to track miles, engine hours, and time. Yet some small fleets never connect those two together. Instead, they leave maintenance up to memory, paperwork, or worse—driver recall. That’s how critical service intervals get skipped, warranties get voided, and […]

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Adam Wingfield

The Truth Behind the Driver Shortage Narrative – Why It Hurts Small Carriers the Most

For years, the American Trucking Associations (ATA) has pushed one of the most recycled headlines in transportation: “We’re facing a historic driver shortage.” If you follow industry media, you’ve seen it. If you’re an owner-operator or small carrier, you’ve probably posted a comment on X or Facebook in debate of someone who recycles this message. […]

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22 August
Adam Wingfield

Are You Even Ready to Grow – Lessons Every Owner-Operator Needs Before Adding a Truck

Why This Class Matters in a Down Market Rates are tight, volumes are shifting, and fuel isn’t doing anyone any favors. A lot of carriers are hanging on by a thread, and in a down market, it’s natural to think adding a second truck might help you grow your way out of it. But here’s […]

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Adam Wingfield

How to Walk a Driver Through a Rate Confirmation the Right Way

Some small carriers treat the rate confirmation like just another attachment—something to forward and forget. But the smartest ones know better. They use it as a control point. Because the rate con doesn’t just say where a load goes—it outlines how your money moves. It’s the one document that touches your driver, your dispatch, your […]

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Adam Wingfield

That One Injector That Could Be Draining Your Wallet – What Every Small Carrier Needs to Know About the 7th Injector

No warning light. No catastrophic failure. Just a slow, consistent leak in your fuel economy and regen performance until you’re wondering where all your margin went. Let’s talk real. If you’re running a DPF-equipped truck, that 7th injector could be costing you 5–10% in fuel efficiency, accelerating ash buildup in your aftertreatment system, and setting […]

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21 August
Adam Wingfield

A New Truck Scales Project Could Modernize Freight Movement—If the Right Tech Follows

Every two weeks, another headline drops about a new pilot project or infrastructure upgrade—but this one’s worth a closer look. This month, Caltrans and the Solano Transportation Authority officially broke ground on a long-overdue modernization of the westbound truck scales facility on I-80 in Northern California. The project isn’t just about repaving or re-striping lanes. […]

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Adam Wingfield

How to Get the Most Out of Free Tools Like Google Sheets in Trucking

We’ve seen owner-operators burn thousands chasing software that promised to “run their whole fleet” and then just sat there unused. The truth? Google Sheets can do some of what those systems do—without taking a bite out of your cash flow. The catch? You’ve got to build it right and stick to a routine. This isn’t […]

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Adam Wingfield

Building a Reputation That Attracts Direct Freight

Direct freight isn’t posted on a load board, and you won’t stumble into it at a truck stop. It’s earned. Earned through professionalism, consistency, and running your operation like a real business—not a hustle. Shippers aren’t looking for someone with just a truck and authority. They’re looking for partners. Carriers they can count on. The […]

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