Adam Wingfield

Adam L. Wingfield is the Editor in Chief at FreightWaves and the Founder and CEO of Innovative Business Development Group, Inc. — the parent company behind Innovative Logistics Group, iDispatchHub, iCoach360, and CarrierLens. He has spent more than two and a half decades in the transportation industry, with experience spanning Schneider National, Prime Inc., McLane Foodservice Distribution, and Lowe's Companies. Adam's work focuses on helping small fleet owners and owner-operators build businesses that are financially sound, operationally structured, and built to last. His teaching philosophy centers on breakeven intelligence, cost-per-mile clarity, and sustainable growth over motivation-driven hustle. Through projects like The Playbook at FreightWaves, he delivers education, strategy, and industry analysis for carriers running one truck or twenty — covering compliance, freight markets, driver management, and the business decisions that separate operators who survive from those who scale.
Jul - 2026 -
30 July
Adam Wingfield

They Watched the Family Business Get Rolled Up. Then They Built the Version They Wanted to Work For.

A Business That Did Not Exist Yet In 1997, if a fleet needed a repair, the truck went to a shop. That was the entire menu. That was the year Bob Dickinson started what became Dickinson Fleet Services out of a small operation in Indianapolis, and his grandsons Kyle and Kevin Coltrain grew up around […]

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Adam Wingfield

DOT Says Freedom Haulers Opens an Express Lane for Veterans. Much of That Lane Was Already Built.

What Was Announced U.S. Transportation Secretary Sean P. Duffy announced Freedom Haulers, describing it as a patriotic hiring campaign to move veterans into trucking careers. The Department of Transportation leads it, with contributions from the Department of Veterans Affairs, the Department of Labor and the Department of War. The launch package included a digital ad, […]

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26 July
Adam Wingfield

Georgia Is Building 41 Miles of Toll-Free, Truck-Only Lanes on I-75. GDOT Thinks Nearly Every Truck Will Use Them.

Georgia is moving ahead with an idea that most of the country has only talked about: a stretch of interstate where the trucks get their own road. The Georgia Department of Transportation has released a construction timeline for its I-75 Commercial Vehicle Lanes project, and the plan is concrete. Design work will be finalized and […]

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Adam Wingfield

The Safety Audit Comes After the Trucks Are Already Rolling. A Long-Dormant Rule Asks Whether That’s Backwards.

Here is how a person becomes a federally authorized motor carrier today. You apply for a USDOT number. As part of that application, you certify on a form, the MCS-150, that you are knowledgeable about the applicable federal motor carrier safety regulations and, where relevant, the hazardous materials regulations. You check the box. You get […]

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23 July
Adam Wingfield

“It Ain’t That Bad That I Got to Pay Somebody to Come Here.” Why a Man Who Runs 65 Owner-Operators Says Sign-On Bonuses Repel the Drivers You Actually Want.

Sixty-five owner-operators is not the same thing as sixty-five trucks. That distinction sits underneath everything Christian Martinez does. As director of operations at Voyager Nation in Mulberry, Florida, he manages a fleet that is 100% owner-operator, which means he manages 65 independent business owners who have no obligation to stay and every other option available […]

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Adam Wingfield

FMCSA Says the Broker Transparency Proposal Is Coming This Month. It Could Be the Most Important Rule for Owner-Operators in Years, or It Could Change Almost Nothing.

The regulation at the center of this fight is not new. It has been sitting in the Code of Federal Regulations since 1980. 49 CFR 371.3 requires property brokers to keep a record of each transaction, and it gives each party to that transaction the right to review the record. On paper, an owner-operator who […]

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17 July
Adam Wingfield

August 2019: Two Trucks and a Fresh Start. Today: Nearly 40 Trucks, 140 Trailers, and a 40-Year-Old Carrier.

I have known Jerry Murphy for almost two years. We talk every couple of weeks. And I can tell you there is no version of him for the cameras. The man you hear on this episode is the same man I get on those calls. He did not have a driver’s license when he started […]

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09 July
Adam Wingfield

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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Adam Wingfield

PACCAR Is Raising the DEF Limp-Mode Speed From 5 MPH to 25 MPH. It Is Part of the Biggest Rollback of Diesel Emissions Enforcement in Years.

For any owner-operator who has ever been stranded on the shoulder of an interstate at 5 miles per hour because a sensor decided the diesel exhaust fluid system had a problem, the announcement PACCAR made on July 6, 2026 will read like overdue relief. The company is rolling out updated software for trucks equipped with […]

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06 July
Adam Wingfield

A Truck Driver Made One Phone Call and Saved a Life. There Is an Award for That, and Nominations Close August 15.

A driver rounds a curve on a dark rural road and sees a woman standing near the fog line, head shaved, wearing nothing but a beach towel, no other car or person anywhere in sight. Something is wrong. He acts. That woman turns out to be a human trafficking victim, and because a truck driver […]

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Jun - 2026 -
30 June
Adam Wingfield

Three Trucks Hit CSX Trains in Metro Atlanta in Under a Week. Every One of Them Is a Lesson in the Crossing Mistake That Kills Drivers.

In the span of five days, three tractor-trailers were struck by CSX freight trains in metro Atlanta. The trucks were destroyed. Fires broke out in each case. By something close to luck, no one was killed. That cluster is worth every owner-operator’s attention, not because Atlanta is uniquely dangerous, but because the same scenario repeated […]

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Adam Wingfield

Operation Safe Driver Week Hits July 12. The Ticket You Get That Week Follows You Long After the Week Is Over.

From July 12 to July 18, 2026, the Commercial Vehicle Safety Alliance runs Operation Safe Driver Week across the United States, Canada, and Mexico, and for those seven days the number of officers watching for unsafe driving goes up sharply. CVSA announced the dates and the focus on April 30. The official area of emphasis […]

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27 June
Adam Wingfield

A $290,000 Tesla Semi for $50,000?? California’s Incentive Stack Is Real, but the Number Hides as Much as It Reveals.

A claim is circulating that stops you mid-scroll: a California small fleet can now buy a Tesla Semi for as little as $50,000. The Tesla Semi carries a $290,000 sticker. The post lays out how two California incentive programs stack to knock $240,000 off that price, leaving a net cost of roughly $50,000, which it […]

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Adam Wingfield

Prime Is Suing the IRS for $11 Million Over Fuel Tax It Paid on Reefer Diesel. The Same Credit It Is Fighting For Is One Small Carriers Can Claim Too.

A reefer unit burns its own diesel. Anyone who runs refrigerated freight knows this, because they are paying for two fuel burns on every load: the diesel that moves the truck down the road, and the separate diesel that runs the refrigeration unit on the trailer keeping the freight cold. Both come out of the […]

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26 June
Adam Wingfield

One in Three Trucks Failed. What the 2026 CVSA Blitz Number Means for Your CSA Score and Your Insurance Renewal.

What Actually Happened During Blitz Week and What the Numbers Mean The 2026 CVSA International Roadcheck ran May 12 through May 14, a 72-hour enforcement initiative across the United States, Canada, and Mexico. The surrounding DOT Blitz Week extended from May 10 through May 17, producing 15,952 total inspections and the 32.8 percent out-of-service rate […]

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Adam Wingfield

When Rates Are Up and Your Cash Is Still Tight. Here Is What Is Actually What Could Be Going On.

Now the market turns. Spot rates in mid-2026 are running roughly 15% above where they sat a year ago, the strongest year-over-year comparison since early 2022. That load that paid $2,200 last year is paying $2,500 or $2,600 now. Good. Real money. But there is a caveat, because this is where operators fool themselves. The […]

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05 June
Adam Wingfield

The Number the Dealer Shows You Is Not What the Truck Costs: How to Calculate the Real Price of Financing

Why the Monthly Payment Is the Wrong Number to Focus On The monthly payment is a cash flow number. It tells you whether you can keep the lights on week to week. It tells you almost nothing about what the truck actually costs. What the truck actually costs is the purchase price plus every dollar […]

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04 June
Adam Wingfield

Black Marker, Magnetic Signs, and Peeling Decals: Here Is What 49 CFR 390.21 Actually Requires.

Spend a day on any interstate in this country and you will lose count. Trucks rolling down the highway with the company name scrawled on the door in black marker. USDOT numbers handwritten so small you would have to be parked next to the truck to read them. Letters smeared, crooked, half peeled off, applied […]

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02 June
Adam Wingfield

The Alphabet Behind the Wheel: What ADAS Features Actually Do, and Which Ones Your Insurer Will Actually Credit

Why This Matters More Than It Did Two Years Ago Trucking insurance is expensive and getting more so. According to ATRI’s 2025 Analysis of the Operational Costs of Trucking, insurance premiums hit a record 10.2 cents per mile in 2024, following a 12.5 percent increase in 2023 and an additional 3 percent rise in 2024. […]

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Adam Wingfield

Same Lane, Same Miles, Different Fuel Bills: What’s Really Separating Your MPG From Your Neighbor’s

The Gap Is Bigger Than You Think Picture two owner-operators, both running a regular Midwest corridor. Same general freight, similar weights, comparable miles per week. One of them is averaging somewhere around 7.5 to 7.8 miles per gallon. The other is pulling 6.1 to 6.3. On a week where each truck burns 400 gallons of […]

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01 June
Adam Wingfield

The Tax Math That Changes Whether You Should Own or Lease Your Truck

A Note Before We Start Tax law is not a place for general advice to substitute for specific counsel. The concepts in this article are educational. The numbers used are illustrative. Your actual tax situation depends on your entity structure, your annual taxable income, your state’s conformity with federal law, and decisions that need to […]

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May - 2026 -
30 May
Adam Wingfield

“One of the Worst Software Releases I’ve Ever Witnessed.” Users Are Not Holding Back on FMCSA’s New MOTUS System

Two weeks ago, the Federal Motor Carrier Safety Administration flipped the switch on the biggest overhaul of its registration infrastructure in decades. The legacy systems carriers had used for years, including the Unified Registration System, the Licensing and Insurance public filing system, and the FMCSA Portal’s registration functions, were permanently retired at 8:00 PM Eastern […]

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Adam Wingfield

C.H. Robinson Is Removing Carriers Based on Safety Scores. A Supreme Court Decision Two Weeks Ago May Explain Why.

A notice has been going out to carriers in the C.H. Robinson network, and it is worth reading carefully because of what may sit behind it. The message, branded under C.H. Robinson and titled “Changes to carrier eligibility,” tells the recipient that their company “exceeds intervention thresholds for C.H. Robinson’s scoring model based on data […]

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21 May
Adam Wingfield

The Charcoal on That Truck Costs More to Import, More to Buy, and Is Headed to a Cookout That Runs 13% Higher Than Last Year. Here Is What That Tells You About the Consumer Right Now.

Pull up the import data on U.S. charcoal briquette shipments and you are looking at something that some people in trucking would not think to check heading into a holiday weekend. But that data, read against the consumer spending picture for Memorial Day 2026, tells you something specific about the supply chain, the retail freight […]

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19 May
Adam Wingfield

$217 Million Just Hit the Table for Trucking Safety and CDL Development — Here’s Who Can Apply and What It Means for Your Operation

On Monday, May 18, U.S. Transportation Secretary Sean P. Duffy announced that FMCSA is deploying $217 million across four grant programs targeting trucking safety enforcement, CDL program modernization, technology deployment at roadside inspections, and career training for military veterans entering the trucking industry. This is not a future commitment. Applications are open right now. The […]

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Adam Wingfield

Same Repair. Same Truck. Higher Invoice. Here Is the Number Behind What You Are Paying at the Parts Counter Right Now.

On October 17, 2025, President Trump signed a proclamation under Section 232 of the Trade Expansion Act of 1962, imposing a 25% tariff on imported medium and heavy-duty trucks and truck parts — Class 3 through Class 8 vehicles, engines, transmissions, tires, chassis components. It took effect November 1. For USMCA-compliant parts out of Mexico […]

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Adam Wingfield

13,273 Trucks Got Parked During Blitz Week. If Your Violation Is Wrong, You Have a Real Way to Fight It.

The 2026 CVSA International Roadcheck ran May 12 through 14 — but enforcement didn’t stop there. Blitz week ran May 10 through 17, and by the time it closed out, the numbers were more significant than what the three-day event alone produced: 38,926 inspections. 69,446 violations. 13,273 out-of-service orders. 25,008 carriers inspected. What a lot […]

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14 May
Adam Wingfield

Roadcheck Day 2 Nearly Tripled Day 1 Volume. The Violation Data Shows Where Trucks Are Failing.

The Day 2 Numbers Through two days of the 2026 International Roadcheck, FMCSA inspection records show 6,406 total inspections conducted, 11,010 violations logged, 2,055 out-of-service orders issued, and 5,217 distinct carriers inspected. Data via searchcarriers.com/blitz, which aggregates live FMCSA inspection records and refreshes daily during the event at no cost. Isolating Day 2 from the […]

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13 May
Adam Wingfield

Nobody Is Asking the Hard Questions About What Happens When an Autonomous Truck Breaks Down on the Highway at 2 AM. Let Us Start.

This article is not an argument for or against autonomous trucks. It is not a prediction about what the freight market looks like in 2035, and it is not an endorsement of any technology company’s safety record or business model. It is a set of questions that the industry — carriers, drivers, regulators, first responders, […]

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Adam Wingfield

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

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

The 2026 CVSA Roadcheck Opened Yesterday. Here’s What the First Day of Real Data Actually Shows.

What Day 1 Actually Produced FMCSA inspection records show Day 1 produced 1,580 inspections across 1,417 distinct carriers. Total violations logged: 2,637. Out-of-service orders issued: 496. That works out to an average of 1.67 violations per inspection — a 31.4% out-of-service rate against total inspection volume. Data via Search Carriers, which aggregates live FMCSA inspection […]

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03 May
Adam Wingfield

The Commercial Truck Financing Market Has More Options Than Most Small Carriers Realize — and More Traps Than Most Lenders Will Tell You About

The compliance crackdown of 2026 has pushed a meaningful volume of used equipment back to dealer lots, and with the freight market recovering and tender rejections at 14.43% as of late April, the pressure to add capacity is building for carriers who have survived the freight recession with room to grow. That convergence — more […]

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Adam Wingfield

The Federal Government Is Offering Two Days of Free Business Education This Week. Here Is Why Every Small Carrier Should Show Up.

Most small carriers have never heard of National Small Business Week. That is not a knock — it tends to get covered as a general small business story and the trucking press largely ignores it. But the 2026 Virtual Summit running May 5 and 6 has a session lineup that maps directly onto the challenges […]

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Adam Wingfield

The Used Truck Market Just Got Flooded With Equipment You Need to Inspect Before You Touch

Walk a truck dealer lot right now and you will see something you have not seen in years: inventory. Real inventory. Trucks lined up. Choices. And prices that look — compared to where used equipment was in 2022 and 2023 — like someone left the door open. That is not an accident. That is the […]

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Apr - 2026 -
21 April
Adam Wingfield

You Delivered That Load Three Weeks Ago. Here Is Why You Still Do Not Have the Money — and What to Do About It.

Here is a number that does not get talked about enough: we have seen a some small carriers that have somewhere between $40,000 and $100,000 in completed work sitting as unpaid invoices at any given time. That money has been earned. The load moved. The delivery was made. The BOL is signed. The money simply […]

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Adam Wingfield

Your Truck Is Getting More Expensive to Fix. Here Is the Data on Why — and What to Do Before It Gets Worse.

The maintenance cost story in trucking has been quietly telling the truth about the freight recession in a way that spot rates and load volumes never fully captured. When freight slows down, trucks run fewer miles, which means fewer service events per truck per month. The Q4 2025 Decisiv/TMC Parts and Labor Service Benchmark Report […]

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Adam Wingfield

Every Recovery Looks Like the Right Time to Add a Truck. Here Is How to Tell If It Actually Is.

If you have been running the load board for the past three years, you know what the bottom felt like. Loads sitting for hours. Brokers lowballing you on every call. Rates that barely covered fuel, let alone the truck payment. That was the freight recession — and it held from 2022 through most of 2025. […]

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Adam Wingfield

Your Insurance Renewal Is Going to Be Worse Than Last Year. Here Is Why — and What You Can Actually Do About It.

When the insurance renewal comes in higher than last year, most small carriers respond the same way: shop it, push back on the broker, maybe raise the deductible to get the premium down. That has been the playbook for a decade. It is increasingly not working — because the problem is not your specific loss […]

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05 April
Adam Wingfield

The Two Materials That Predict Freight Demand Both Just Posted Gains. Here Is What February’s Data Is Telling Us.

Most truckers track spot rates. Some track load-to-truck ratios. A smaller number pull freight data every week. Not many are watching the pallet Producer Price Index or the American Forest & Paper Association’s monthly packaging report — which is exactly why understanding those two numbers right now puts you ahead of most of the market. […]

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Mar - 2026 -
30 March
Adam Wingfield

$5.38 Diesel, a War in the Middle East, and a Refinery Fire in Texas. Here Is Your Fuel Survival Plan for the Next 90 Days.

Let’s start with what the numbers actually look like. On March 1, diesel was averaging roughly $3.90 per gallon nationally. By March 9, a single week produced a 96-cent spike — the largest one-week increase in diesel prices since the federal government began tracking the series. By mid-month it crossed $5. As of this week […]

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Adam Wingfield

The DEF Rules Changed This Week. Here Is What the Guidance Actually Says — and What It Does Not.

If you have spent any time in trucking Facebook groups, diesel forums, or on X this week, you have probably seen some version of this story: The EPA removed DEF requirements. The DOJ said deletes are legal. DPF is going away. The whole emissions system is getting scrapped. Trump said you can modify your truck. […]

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Adam Wingfield

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

The Broker Offers You Quick Pay and It Sounds Like Free Money. Read This Before You Take It.

You delivered the load. The BOL is signed. The POD is in. The job is done. And now you wait — 30 days, 45 days, sometimes longer — for a broker to release payment while your truck payment, your fuel bill, your insurance premium, and your driver’s paycheck are all due right now. That gap […]

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23 March
Adam Wingfield

5,472 People Died in Large Truck Crashes in 2023. The Data Tells Us Why. And It Is Not the Story Being Told on Social Media.

Let’s start with what is not in dispute. In 2023, 5,472 people were killed in traffic crashes involving large trucks, according to the National Highway Traffic Safety Administration’s Fatality Analysis Reporting System — the most reliable national crash database that exists. Seventy percent of those people — 3,837 of them — were not in the […]

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20 March
Adam Wingfield

$6,535 for Parking in the Wrong Spot? This Receipt Is Going Viral and It Could Have Been Your Truck.

A tow bill landed on trucking Facebook this week and it has been making the rounds ever since. Drivers are sharing it, tagging each other, dropping fire emojis and expletives in equal measure. Some are calling it a scam. Some are saying the driver should have known better. Most are just staring at the total […]

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19 March
Adam Wingfield

Diesel Just Hit $5 a Gallon and Linehaul Rates Have Not Moved Much. Here Is How to Fix That in Your Very Next Negotiation With a Broker.

One month ago the national average for diesel was $3.65 a gallon. As of this week, it is over $5.00. According to AAA, that is a 38% increase in roughly 30 days — the fastest one-month fuel price spike the trucking industry has experienced in years, driven by U.S. and Israeli airstrikes against Iran that […]

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17 March
Adam Wingfield

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

The Industry Is Focused on 200,000 Non-Domiciled CDLs — But There Is Another 200,000-Driver Story Nobody Is Covering

The chart below is real. It comes directly from FMCSA’s Drug and Alcohol Clearinghouse. It is publicly available. And based on the coverage it has received relative to its significance, it might be the most important piece of data in the trucking industry that the industry has largely ignored. Here is what it says, in […]

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Adam Wingfield

Shell Rotella Is Paying for Your Parking — Here Is What the Deal Actually Is and Why It Matters More Than a Free Night on the Road

The deal is straightforward. Shell Rotella and Truck Parking Club are running a promotion called “Night on Us.” Drivers who get a qualifying Shell Rotella T5 Synthetic Blend or T6 Full Synthetic oil change — at a minimum of 11 gallons — at a participating service location can submit their receipt at rotella.com/nightonus and receive […]

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Adam Wingfield

Parts and Labor Costs Dipped in Q4 2025 — But the Five-Year Trend Is Still Telling a Different Story

If you are watching your shop bills, you may have noticed the fourth quarter of 2025 was slightly less brutal than the third. That is not an accident, and it is not because your trucks got more reliable. There is a real reason the numbers moved the way they did, and understanding that reason tells […]

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15 March
Adam Wingfield

A Florida Trucking Company Raised $158 Million From 2,000 Investors by Promising 200% Monthly Returns – Here Is Exactly How It Worked and Why Every Small Carrier Needs to Read It

Sanjay Singh founded Royal Bengal Logistics, Inc. in 2018 in Coral Springs, Florida. He built a website that described a company with 250 employees, a fleet of over 200 semi-trucks and growing, and revenue of $1 million per month. He held annual investor banquets in hotel ballrooms. He posted a video of himself onstage announcing […]

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Adam Wingfield

The Police Can Seize Your Cash During a Traffic Stop and Keep It Without Charging You With Anything – Every Owner-Operator Needs to Know How This Works

There is a legal process in the United States called civil asset forfeiture, and if you drive a truck, carry cash, or run a small business that deals in either, you need to understand it before you drive through Texas — or most other states — with your operating capital in your pocket. The case […]

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Adam Wingfield

Dalilah’s Law Is Moving Through Congress – Here Is Everything That Is Actually In It, Everything That Was Promised But Is Not, and the Parts Nobody Is Talking About

Dalilah Coleman is a seven-year-old girl from California’s San Bernardino County who, on June 20, 2024, was five years old and riding in her family’s car when a commercial 18-wheeler driven by Partap Singh — a citizen of India who entered the country illegally through the southern border in 2022 and was later issued a […]

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Adam Wingfield

The Person Running DHS Has Changed – Here Is What That Means for the Immigration Enforcement That Has Been Reshaping Trucking for a Year

For most of the past year, two federal agencies have been doing more to reshape the trucking driver pool than anything else in the industry: the Department of Transportation with its non-domiciled CDL crackdown, and the Department of Homeland Security with its immigration enforcement raids. DOT and DHS have operated in close coordination — DOT […]

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14 March
Adam Wingfield

When Retailers Move Their Supply Chains, Your Load Board Changes – Here Is What 250 Retail Executives Just Told You About Where Freight Is Heading

Let’s start with something that sounds simple but changes everything about how you should read the freight market: retail is the engine that drives truckload freight. Not manufacturing alone. Not energy. Retail. When Americans buy things — clothes, furniture, electronics, appliances, home goods, groceries — those products move on trucks. Multiple times. From a factory […]

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13 March
Adam Wingfield

The Federal Government Just Moved to Restore the Owner-Operator Model – Here Is What Actually Changed, What Did Not, and What You Still Need to Watch

Three times in five years. That is how many times the federal standard governing whether an owner-operator is legally classified as an independent contractor or an employee has fundamentally shifted under the Fair Labor Standards Act. The 2021 Trump rule. The 2024 Biden rule. And now, on February 27, 2026, the Department of Labor’s formal […]

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Adam Wingfield

FMCSA Just Issued a Bulletin Warning Carriers Not to Buy or Sell DOT Numbers – Here Is Why That Warning Exists and What It Means

FMCSA does not publish emergency bulletins for hypothetical problems. When a federal agency puts out a formal, dated, publicly addressed warning that begins with the phrase “DO NOT” in all capital letters, it is because the behavior being warned against is happening — at scale, right now — and the agency wants the industry to […]

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12 March
Adam Wingfield

The Freight Market Is Sending Two Completely Different Signals Right Now – Here Is How to Read Both of Them

The freight market is improving. That part is true. Spot rates on the Sonar National Truckload Index climbed from around $2.60 per mile in mid-January to nearly $2.82 by February — a 20-cent jump that had carriers posting on social media for the first time in years without the word “survival” attached to it. Tender […]

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Adam Wingfield

The Federal Government Just Proposed Pell Grants for CDL Schools – Here Is Why the Details Matter More Than the Headline

The headline writes itself and the industry groups are celebrating: Pell Grants are coming to CDL schools. The American Trucking Associations called it a move that would “dismantle financial barriers that prevent students from low-income households from accessing the career pathways that lead to the trucking industry.” The Secretary of Education said a great education […]

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Adam Wingfield

Every Carrier With a Florida Lane Has 111 Days to Get This Right – Or Face a $50,000 Fine and an Operations Ban

A crash on the Florida Turnpike last August killed three people. The driver was Harjinder Singh, a native of India who had entered the country without authorization in 2018 and was operating a commercial motor vehicle under an out-of-state CDL. On March 6, 2026, the Florida Senate passed a bill in direct response to that […]

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11 March
Adam Wingfield

They Grew Up Here, They Work Here – What the CDL Fight Over DACA Really Means for Trucking

Before you can have an honest conversation about what’s happening to DACA recipients in the trucking industry right now, you have to first be honest about what DACA actually is – because a lot of people are weighing in on this policy debate without a firm grip on the facts, and that confusion is doing […]

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10 March
Adam Wingfield

If You Can’t Defend the Hire, You Can’t Defend the Fleet – What Driver File SOPs Mean in the New Era of Compliance

Most small carriers do not lose in hiring. They lose in what happens after the handshake — the documentation that didn’t get collected, the employer verification that never got followed up on, the drug test that cleared but nobody logged into the right system, the medical card that expired and sat in a drawer for […]

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Adam Wingfield

Two Things You Can Control Right Now When Fuel Is Trying to Break You

Diesel is approaching $5 a gallon and the geopolitical situation driving it is not showing signs of a quick resolution. You cannot control what crude does on the futures market. You cannot control what’s happening in the Strait of Hormuz. You cannot control whether the Federal Reserve pauses rate cuts or whether the broker on […]

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Adam Wingfield

Congress Wants to Put Driverless 80,000-Pound Trucks on the Road – Should Small Carriers Be Worried

A bill moving through the House of Representatives right now would establish the first federal framework for putting fully autonomous heavy-duty trucks on public roads. The SELF DRIVE Act of 2026 — formally H.R. 7390, introduced February 5 by Rep. Bob Latta of Ohio — is being framed by its supporters as a necessary step […]

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Adam Wingfield

MATS Is Three Weeks Away – Here Is Why Small Carriers Can’t Afford to Skip It

There is no show like it in this industry. The Mid-America Trucking Show — MATS — returns to the Kentucky Exposition Center in Louisville from March 26 through March 28, 2026, and if you operate a small trucking company, an owner-operator business, or a fleet under twenty trucks, the question of whether you should go […]

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Adam Wingfield

The Non-Domiciled CDL Crackdown Has Arrived – 13,000 Drivers Out, a National Rule A Few Days Away

The deadline everyone in trucking has been watching finally arrived. On March 6, 2026, approximately 13,000 non-domiciled commercial driver’s licenses were cancelled in California — not by a clean resolution, not by a negotiated agreement between the state and federal government, but by California bowing under the weight of a funding threat it had already […]

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08 March
Adam Wingfield

They’re Selling You a Feeling – What the Trucking Industry’s Marketing Machine Doesn’t Want You to Know

Small carriers and owner operators are not just fighting market conditions. They’re fighting the messaging. Every week, from the moment a DOT number gets applied for to the day a carrier tries to scale beyond their first truck, there is a constant stream of outreach, advertising, promises, and pitches flooding in from every direction. Fuel […]

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Adam Wingfield

The Recovery Was Finally Within Reach – Rising Fuel Costs May Have Just Pushed It Back Out

For the first time in three years, the trucking industry was starting to believe it again. Not celebrating – this industry is too battle-tested for that – but believing. The numbers were moving in the right direction. Spot rates were climbing. Excess capacity had bled out of the market through years of carrier exits, ELP […]

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Adam Wingfield

Crude Just Hit $110 – What the War in Iran Means for Every Small Carrier Running Today

This is not a drill, and this is not a market correction. What is happening to oil prices right now is a full-scale geopolitical energy shock, and if you operate a small trucking company – a fleet of one to twenty trucks, an owner-operator running solo, a box truck or hotshot operator trying to hold […]

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02 March
Adam Wingfield

Florida’s Fields Are Hurting – What That Means for Reefer Freight Right Now

Florida didn’t just get cold this winter. It got cold in a way that most growers working those fields hadn’t seen in over a decade, and the damage to the state’s produce supply is still being tallied. What started as a warning on the weather radar turned into one of the most consequential agricultural events […]

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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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