Jul - 2025 -
06 July
Adam Wingfield

The KPI Breakdown Every Dispatcher Should Know

As a carrier with enough units that you hire an internal dispatch team, understanding how to measure their performance is critical. If your dispatcher is only focused on picking loads and calling drivers, you’ve got a major blind spot in your operation. Because in today’s market, dispatch isn’t just about movement—it’s about measurement. And if […]

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Adam Wingfield

The Profit Test Before You Grow – One Truck, One Lane, One Year

Everybody wants to scale. Get more trucks. Add more drivers. Land bigger contracts. But here’s the truth nobody wants to say out loud—if you can’t make one truck profitable on one lane for one year, you’ve got no business growing. Expansion doesn’t fix broken math. It magnifies it. It’s why so many small fleets go […]

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05 July
Adam Wingfield

July Market Recap – What Small Carriers Did Right (and Wrong)

July didn’t pull any punches. Volatile rates. Tightening capacity. Diesel spikes that tested everyone’s cash flow. For small carriers, it was either a month of smart moves—or hard lessons. What separated those who protected margins from those who scrambled to survive? Discipline. Strategy. Execution. In this recap, we break down what small carriers got right, […]

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Adam Wingfield

Driver Coaching Scripts That Actually Improve CSA Scores

Most fleets don’t have a safety problem—they have a communication problem. Unsafe driving, HOS violations, maintenance issues—those don’t happen in a vacuum. They happen when expectations aren’t clear, coaching is inconsistent, and drivers feel like they’re being scolded, not supported. If you want to improve your CSA scores, it’s not about throwing another training module […]

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04 July
Adam Wingfield

How to Sell Your Safety Record to a Direct Shipper

Let’s get something straight—shippers don’t just buy capacity anymore. They buy consistency. They buy professionalism. And most of all, they buy risk reduction. You can have the cleanest trucks, the most reliable drivers, and the best on-time percentage in your market, but if you can’t sell your safety record in a way that builds confidence […]

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Adam Wingfield

The Rise of Broker Consolidation – What It Means for Small Carriers

If you’ve been in the game long enough, you’ve seen this coming. Quiet acquisitions. Big-name brokerages merging. The same five players showing up on every load board. Broker consolidation isn’t a trend—it’s a tidal wave. And like every major shift in this industry, it’s the small carriers who feel the hit first. But this ain’t […]

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02 July
Adam Wingfield

Inside the Gaps – What the FMCSA Isn’t Catching in Trucking Safety

If you’ve ever wondered how a company with trucks falling apart and drivers dodging scales can stay in business—don’t blame the carrier. Blame the system that let them in and never bothered to check if they belonged. The FMCSA (Federal Motor Carrier Safety Administration) is supposed to be the gatekeeper of safety in our industry. […]

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Adam Wingfield

Automation Hacks for Small Fleets – What to Set and Forget First

Time is your most valuable resource when you’re running a small fleet. You’re chasing rate cons, handling maintenance issues, answering driver calls at all hours, and still expected to grow the business. It never stops. But here’s the truth—most of the stress isn’t coming from the hard stuff. It’s coming from the repetitive stuff. The […]

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01 July
Adam Wingfield

Teaching New Drivers What Makes a Load Worth Taking – And What Doesn’t

For a lot of new owner operators stepping into the industry, nobody hands them a guidebook. There’s no checklist stapled to the rate confirmation that says, “Hey, here’s what to look for before you take this load.” And too many carriers assume drivers just know what makes a run worth it—or worse, they shame folks […]

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Adam Wingfield

How Small Fleets Can Pick a Niche and Still Keep the Wheels Turning

The idea of “niching down” sounds good in theory—until you’ve got bills due, a driver asking where the next load is, and your load board options are thin. For small fleet owners, it can feel risky to specialize. What if the niche dries up? What if you’re limiting your options? But here’s the truth most […]

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Adam Wingfield

How to Understand Truck Specs – Gear Ratios and What They Mean

When most people shop for a truck, they focus on the big stuff: engine size, make and model, maybe even the sleeper setup. But one of the most overlooked specs on a truck—and one of the most important when it comes to long-term profitability—is your rear differential gear ratio. This single number can decide how […]

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Jun - 2025 -
29 June
Adam Wingfield

The 4 Types of Load Boards – When and How to Use Each

Load boards are one of the most misunderstood tools in trucking. Too many carriers treat them like their main source of business instead of what they really are—a tactical tool to bridge the gap, not build the whole strategy. If you rely on the wrong load board or use the right one the wrong way, […]

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28 June
Adam Wingfield

When to Hire and When to Wait in Your Trucking Business

Let’s get this straight—adding a driver isn’t just about filling a seat. It’s about knowing exactly when your business can sustain it, when it needs it, and when waiting is the smarter move. Too many small carriers hire too early, chasing growth without the freight to back it up or the systems to support it. […]

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Adam Wingfield

Why You Don’t Need 10 Trucks to Make 7 Figures

How Intentional Planning and a Lean Operation Can Beat Market Volatility There’s this belief floating around that 10 trucks is the magic number. That once you hit double digits, you’ve made it. That it somehow guarantees seven figures, financial freedom, or a smooth operation. But the truth is—and I say this as someone who’s coached […]

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Adam Wingfield

How to Budget Weekly Pay When Freight is Inconsistent

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

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27 June
Adam Wingfield

Three Load Planning Mistakes That Drain Fuel and Profit

You don’t need to be a freight analyst to know that profit in trucking is made—or lost—between the loads. It’s not just about what you haul. It’s about how you move between hauls. That’s where fuel gets wasted, hours get chewed up, and your driver’s clock gets burned with nothing to show for it. Bad […]

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Adam Wingfield

Your Personal Credit Matters – How to Build It Before You Need It

Let’s get one thing straight—your business credit is not separate from your personal credit, especially when you’re just starting out. If you’re running a small fleet or even one truck, every lender, leasing company, and equipment finance company is going to look at your personal FICO score first. They’re not just betting on your business. […]

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25 June
Adam Wingfield

Should You Lease On or Stay Independent as You Grow

As your trucking business starts to scale beyond that first truck, this question shows up fast—should you stay running under your own authority, or lease onto someone else’s? It’s tempting to chase what looks easier. It’s tempting to let someone else handle the backend while you just drive or manage. But the truth is, how […]

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24 June
Adam Wingfield

Do We Really Have a Driver Shortage?

The trucking world keeps pushing a narrative of a driver shortage. Reality says the problem is more nuanced than that.

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20 June
Adam Wingfield

When to Say No to a Load and Why It Matters

If you’re still saying yes to every load just to “keep the wheels turning,” you’re not running a business—you’re gambling with your profit and praying it works out. The hustle mindset might have gotten you your first truck, but it won’t keep you in the game. The carriers who last know that saying no is […]

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19 June
Adam Wingfield

When to Outsource Tasks and How to Train a Virtual Assistant

If you’re a small fleet owner wearing ten hats, let me hit you with something hard: just because you can do everything, doesn’t mean you should. That mentality will trap you in one truck. It’ll keep your business crawling when it should be scaling. And the longer you delay outsourcing the low-dollar, high-time tasks, the […]

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Adam Wingfield

The Real Impact of FMCSA’s English Proficiency Enforcement

Let’s get one thing straight up front—this isn’t about politics, and it’s not about opinion. This is about operational reality. The FMCSA’s renewed enforcement of English proficiency rules isn’t new, but it is hitting harder now, and if you’re not paying attention, it can cost you. Small fleets and owner-operators need to stop treating this […]

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18 June
Adam Wingfield

Freight Theft Rings Are Growing and Small Carriers Are Targets

There’s a new threat moving faster than enforcement can keep up with—and it’s not just hitting the mega carriers. It’s hitting the small fleets. It’s hitting the owner-operators. And it’s hitting the guys who thought, “That would never happen to me.” Freight theft isn’t just a big city problem or a warehouse security issue anymore. […]

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Adam Wingfield

How to Build a Carrier Brand in 2025

Let’s get one thing straight—branding is not a logo. It’s not your color scheme, it’s not your slogan, and it sure as hell isn’t your Instagram page with four truck selfies and a motivational quote. Branding is how the market remembers you when you’re not in the room. It’s what brokers, shippers, and even other […]

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17 June
Adam Wingfield

Building a Back Office That Doesn’t Fall Apart When You Add Trucks

Everyone wants to scale. Until they do. That’s when the problems start. Invoices get missed. Drivers start calling dispatch for payroll issues. You’re chasing paperwork, and no one can find the load confirmation for that Tuesday drop in Birmingham. Adding trucks too fast without fixing your back office is like building a house on wet […]

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Adam Wingfield

Deadhead Reduction Strategies That Work

Most carriers don’t realize how much empty miles are quietly killing their bottom line. You can have the best rates in the world, but if your truck runs 150 miles empty between loads, you’re bleeding profit—and most of the time, you don’t even notice it until it’s too late. Deadhead doesn’t show up on a […]

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13 June
Adam Wingfield

What Lenders Want to See from Growing Trucking Companies

It’s one thing to want funding—it’s another to actually qualify for it. Plenty of carriers talk about adding trucks or expanding into new markets, but when it comes time to sit down with a lender, the story on paper doesn’t match the ambition. Lenders aren’t interested in how many loads you ran last week or […]

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10 June
Adam Wingfield

New Carrier Authorities Are Surging in Surprising Places 

If you think you know where new trucking companies are planting roots, think again. Yes, Texas and California still lead the nation in raw numbers of new MCs granted. But something very different is happening when you zoom in. Quiet ZIP codes like 93722 (Fresno, CA) and 78045 (Laredo, TX) are quietly leading the nation […]

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09 June
Adam Wingfield

Why Some Carriers Stay Small on Purpose — and How That’s Still Growth

Everybody talks about scaling. More trucks, more drivers, more freight. But here’s the uncomfortable truth nobody wants to say out loud: Not every carrier is built to scale — and not every carrier should. Because growth isn’t always about adding trucks. Sometimes growth looks like refining your lanes, raising your rates, tightening your operations, and […]

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Adam Wingfield

Why Small Carriers Should Be Watching Government Freight Right Now

Government freight isn’t the secret shortcut social media makes it out to be—but for small fleets that are tired of chasing the spot market and ready to build something more stable, it’s a lane worth learning. Over the past year, more owner-operators and small-carriers have started asking how to bid on government loads, especially as […]

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07 June
Adam Wingfield

Rates, Rejections and Red Tape – Reading the Market Before It Moves

Still Foggy at the Top – What the New Logistics Report Means for the Rest of Us For all the hope around trucking bouncing back, the new CSCMP “State of Logistics Report” just affirmed what most small carriers already feel: Things are still off. Freight isn’t booming, costs haven’t come down, and the people at […]

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May - 2025 -
30 May
Adam Wingfield

Capacity, courtrooms and caution – what’s really driving the market this week

California Court Stirs the Pot on Lease-On Model If you’re leased on under someone else’s authority and operating in or around California — or even just watching the legal landscape — pay attention. A ruling from the 9th U.S. Circuit Court of Appeals just gave California’s AB5 law a major boost, making it even harder […]

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28 May
Adam Wingfield

How Tender Rejections Predict Your Next Rate

Every week, thousands of loads move across the country before a single rate hits the load board. That’s because most freight—especially high-volume freight—starts with a contract. Shippers send out tenders to their core carriers, usually the same ones every week. But when those carriers say no? That’s when things start to shift—and it’s also when […]

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23 May
Adam Wingfield

Rules, Rates and Red Flags – What Every Small Carrier Needs to Watch Right Now

English Proficiency Enforcement Is Back — Here’s Why It Matters More Than You Think The Federal Motor Carrier Safety Administration is officially turning up the heat again on something that’s been quietly enforced for years: English language proficiency behind the wheel. This week, Sean Duffy, confirmed that the agency will be fully restoring enforcement of […]

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Adam Wingfield

What SONAR Is Telling Us This Week

Small carriers should check out this SONAR data to learn what the market did this week.

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22 May
Adam Wingfield

Understanding Detention Pay Clauses

What is detention pay and how do you know when its time to collect?

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20 May
Adam Wingfield

5 Red Flags on a Rate Confirmation Sheet You Should Never Ignore

This article breaks down how to spot a fraudulent rate confirmation, how to verify a broker before you roll, and the systems every small fleet needs in place to avoid being scammed.  The mentions of Landstar, CH Robinson, and other large brokerages in this article are solely for illustrative purposes.  The rate confirmation shown below is an […]

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15 May
Adam Wingfield

Freight Is Moving — But So Is the Line Between Safe and Sorry

The Commercial Vehicle Safety Alliance (CVSA) is gearing up to formally request a big change: a federal time cap on personal conveyance use by truck drivers

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Adam Wingfield

How to Read Your Rate Con Like a Pro

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

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Adam Wingfield

The Truth About Deadhead and How to Fix It

Deadhead miles don’t show up on rate confirmations, but they quietly bleed small carriers dry, fuel, time, equipment wear and revenue lost every mile you roll empty. This guide breaks down what deadhead really costs and offers five practical strategies, from triangle hauls to smarter rate negotiation, to cut it down, tighten your routing, and boost profit without needing a dedicated lane or a giant customer list.

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Adam Wingfield

5 Rookie Mistakes Every New Owner-Operator Should Avoid

Are you a brand new owner-operator? Steer away from trouble with these 5 tips.

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09 May
Adam Wingfield

How to Craft a Shipper Outreach Strategy That Works Part 2

It takes work to land shippers as a small carrier, but a few small changes can mean the difference between winning and losing freight.

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08 May
Adam Wingfield

How to Save on Commercial Truck Insurance in 2025 Without Cutting Corners

Commercial insurance rates have ballooned over the last few years. Small carriers can use some techniques to reduce their costs.

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07 May
Adam Wingfield

Shifting Gears: New Rules, New Rivals and the Road Ahead

Independent Contractor Fight Reignites — DOL Backs Off Biden-Era Rule for Now The U.S. Department of Labor just announced a major shift: It’s officially putting the brakes on enforcing the 2024 Biden-era independent contractor rule — at least for now. In a memo sent May 1 by acting Wage and Hour Administrator Donald Harrison III, […]

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06 May
Adam Wingfield

Why the problem with the CDL system is bigger than just ‘non-domiciled drivers’

Non-domiciled CDL holders are just a small sliver of a bigger issue with how CDLs are issued and regulated.

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Adam Wingfield

Crafting a shipper outreach strategy that works

For small carriers, you have to have a solid strategy to win freight directly from shippers. Here are the steps to make it happen.

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05 May
Adam Wingfield

How to Track Driver Performance Without Micromanaging

Managers walk a fine line between tracking performance and stepping on toes.

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Adam Wingfield

Fuel-Saving Tech Tools Worth Trying in 2025

Fuel strategy is essential to running a profitable business. Here are some pro tips to help you maximize your fuel strategy.

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02 May
Adam Wingfield

Pressure Points – Safety, Enforcement and the New Realities Facing Trucking

New Federal Push on CDL Enforcement Targets a Growing Concern Last week, the White House issued a formal directive aimed at cracking down on what it calls “commonsense violations” in commercial driver licensing. The Executive Order, signed on April 24, sets the stage for stricter federal oversight of state licensing practices — particularly focusing on […]

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Adam Wingfield

What the Latest Rate Dip Means for Small Carriers Part 2

Small carriers pay attention: the dip in rates is consequential for you.

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01 May
Adam Wingfield

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

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

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Adam Wingfield

Masterclass Recap: How to Go Direct and Ditch the Spot Market (Part 2)

If Part 1 of this series was about the mindset shift—getting off the hamster wheel of the spot market—then Part 2 is all about the muscle: the actual steps to build, pitch, and maintain shipper relationships that bring consistency to your business. This is where the rubber meets the road. In the Playbook Masterclass, we […]

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Apr - 2025 -
30 April
Adam Wingfield

From Driver to Business Owner – A Roadmap Snapshot

How do you get from running your truck to running your business? Find out in this Roadmap Snapshot.

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Adam Wingfield

A Light That Moved Fast and Shined Bright: Honoring Brittany Traylor

Brittany Traylor was a light in the trucking industry; she is remembered by friends and honored by those who she knew.

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Adam Wingfield

Masterclass Recap: How to Go Direct and Ditch the Spot Market (Part 1)

Let’s be honest. If you’re still relying solely on the spot market to run your business in 2025, you’re not building a business—you’re gambling with your livelihood. I’ve said it before and I’ll say it again: The spot market load board is not a business model. It’s a temporary solution. In a recent Playbook Masterclass, […]

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29 April
Adam Wingfield

When to Add a Second Truck (And When to Wait)

If you’re reading this, you’ve probably got one truck that’s doing okay—or maybe just surviving—and you’re thinking: “Is it time to grow?” “Should I get another truck?” “Can I afford to scale, or am I just chasing the dream too fast?” Let me say this up front. The worst time to add a second truck […]

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28 April
Adam Wingfield

Building a Carrier Packet That Wins You Freight

Your carrier packet is the first handshake for potential clients. Here are some tips to make sure yours wins you business.

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Adam Wingfield

What the Latest Rate Dip Means for Small Carriers (Part 2)

The freight recession is dragging on and getting deeper as tariffs throw a wrench into any possible recovery. What does this mean for small carriers?

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14 April
Adam Wingfield

Winds Are Shifting: New Laws, Slow Freight and What Comes Next

Arkansas Just Passed a Law That Will Hit Drivers for Not Speaking English — Here’s What You Need to Know If you have drivers running through Arkansas, pay attention: A new bill passed last week that’s going to fine truckers who can’t speak or read English “sufficiently.” HB1745 cleared the state House and Senate unanimously, […]

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04 April
Adam Wingfield

The Freight Market Is Slipping — And So Is the Confidence Behind It

Market chaos reigns supreme: tariffs, trucking authorities, and tender rejections spell uncertainty for the start of April.

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Mar - 2025 -
31 March
Adam Wingfield

This New Bill Could Crash the Spot Market – Here’s What Small Carriers Need to Know

Why More Trucks Won’t Fix the Problem – And Could Actually Wreck the Spot Market A new bill just dropped in Washington – the Strengthening Supply Chains Through Truck Driver Incentives Act – and it’s being pitched as a solution to fix the “driver shortage,” unclog the supply chain and lower costs for American families. […]

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Adam Wingfield

The Playbook Makes a Bold Debut at MATS 2025

Adam Wingfield debuts The Playbook at the 2025 Mid America Trucking Show in Louisville, KY.

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17 March
Adam Wingfield

Freight Rates and Tariffs – What Small Carriers Must Know Now

Steel, lumber, auto parts – key commodities from Canada are caught in the crossfire. As tariffs hit, expect higher costs, fewer loads and unpredictable freight rates.

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10 March
Adam Wingfield

Is Your Truck Blending In or Standing Out? Plus, A Hard Look at the Market and Roadcheck Countdown

Is Your Truck Blending In or Standing Out? Plus, A Hard Look at the Market and Roadcheck Countdown I was working with a client recently, helping them close a deal with a shipper. The shipper hit them with a simple question: “Do you offer driver assist?” Without hesitation, my client — who runs six reefers […]

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03 March
Adam Wingfield

Is a noticeable market shift around the corner?

The freight market has been all over the place for small carriers, and right now, there’s a feeling that something’s about to give. The big question is whether this shift is going to work in your favor or just keep the squeeze on spot market rates a little longer. Truckload demand (the need for your […]

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Feb - 2025 -
25 February
Adam Wingfield

Too Many Trucks, Not Enough Freight – Why Rates Aren’t Rising Yet

Market Update: Spot Rates Still Dropping — Where Can You Find the Money? If you’ve been feeling like rates just aren’t moving in the right direction, you’re not alone. This map breaks down spot rate changes over the past four days, and the message is clear: Most outbound lanes across the country are still seeing […]

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20 February
Adam Wingfield

Freight Market Tightens as Rates Slide: What It Means for Owner-Operators

The freight market is tightening as we come to the end of February. What does tha mean fo owner0ops?

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18 February
Adam Wingfield

Winning in 2025: Smarter Business Decisions and Market Insights

Welcome to the first edition of The Playbook. Welcome to the very first edition of The Playbook, a weekly newsletter dedicated to small carriers and fleets. My name is Adam Wingfield, founder of Innovative Logistics Group – consider me your new mentor. If there’s one thing I’ve learned in my 24-plus years in the trucking […]

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Adam Wingfield

An Open Letter to the Trucking Industry: The Playbook Is Here

It’s time to change the way small fleets and owner-operators think about business. I’m Adam Wingfield, and change is coming with The Playbook.

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12 February
Adam Wingfield

Small carrier market update: The freight market’s slow, steady climb toward tightening

If you’re a small carrier, you’re likely wondering what happened to the shift in the market — the key word here is gradual. While many of the signals point to a tightening freight market, the reality is that the road back to a balanced supply-and-demand cycle is moving at a slow crawl rather than a […]

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