Playbook: Cash & Capital

Contributed Content Wednesday, July 29, 2026

C.H. Robinson Faces $604 Million Verdict: What Vicarious Liability and Negligent Hiring Mean for Brokers After Montgomery and Home Depot

(The views expressed here are solely those of the author and do not necessarily represent the views of FreightWaves or its affiliates.) A Dallas County jury last week hit freight broker C.H. Robinson with a share of a $604 million verdict in Peyton Lipe et al. v. Lupus Superior, LLC et al. The case stems […]

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Adam Wingfield Sunday, July 26, 2026

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 Thursday, July 23, 2026

“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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Contributed Content Thursday, July 23, 2026

The Wrong Truck at the Dock Can Create Shipper Liability

(The views expressed here are solely those of the author and do not necessarily represent the views of FreightWaves or its affiliates.) The Supreme Court’s Montgomery decision changed the litigation landscape for the trucking industry. Although the case addressed a negligent selection claim against a freight broker, plaintiffs will not limit their investigations to the […]

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Adam Wingfield Thursday, July 23, 2026

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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Contributed Content Friday, July 17, 2026

Chargebacks in Trucking Factoring: What They Cost You

That’s where chargebacks come into play—and if not handled carefully, they can quietly erode your profits and hurt your business. In this guide, we’ll explain what chargebacks are, how they influence your factoring costs, and what steps you can take to reduce your risk and choose a partner who truly protects you. What Are Chargebacks […]

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Adam Wingfield Tuesday, May 19, 2026

$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 Sunday, May 3, 2026

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 Thursday, March 19, 2026

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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Adam Wingfield Sunday, March 15, 2026

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 Sunday, March 15, 2026

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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Rob Carpenter Thursday, December 11, 2025

Freight Market Turmoil and What Smart Carriers Do Differently To Survive

Drawing parallels to COVID-era passenger carriers that either collapsed or strategically positioned for recovery, this analysis examines how predictive financial management, disciplined cost control, and forward-thinking strategy determine which carriers survive brutal market downturns, and why the industry’s broken pricing structure punishes operators doing everything right.

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Rob Carpenter Monday, April 28, 2025

Meet Bubba. The AI Voice Assistant Built for Truckers

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

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Rob Carpenter Monday, February 24, 2025

The On-Again, Off-Again, Now-On-Again BOI Filing Requirement for Fleets

The Beneficial Ownership Information (BOI) reporting requirement has become another regulatory headache for trucking fleets, adding complexity to an already compliance-heavy industry. While designed to combat financial crimes, the Corporate Transparency Act’s BOI mandate has been met with legal challenges, leaving businesses uncertain about their obligations. Despite ongoing court battles, FinCEN continues to push forward with enforcement, meaning most trucking companies structured as LLCs, S-Corps, or partnerships must file ownership details or face significant penalties. With deadlines approaching and regulatory uncertainty persisting, trucking fleets must stay informed, prepare their filings, and avoid compliance missteps.

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Rob Carpenter Thursday, February 13, 2025

Why Cash Flow Is Critical to Running a Successful Business

Cash flow is the difference between survival and failure in the trucking industry. Even a profitable business on paper can collapse if it doesn’t have the cash to cover fuel, maintenance, and payroll. With customers often taking 30, 60, or even 90 days to pay invoices, owner-operators and fleets have to manage cash flow strategically to avoid financial strain.

Tracking cash inflows and outflows, using factoring services, leveraging net 30 fuel cards, and refinancing loans can help maintain liquidity and keep operations running smooth. Smart cash flow management ensures businesses stay profitable, avoid costly short-term borrowing, and remain resilient in an unpredictable market.

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Rob Carpenter Thursday, February 13, 2025

Managing Cash to Keep the Wheels Turning

Managing cash flow is about keeping enough of it to stay in business. Many new owner-operators and small fleet owners struggle not because they can’t find freight, but because they fail to control expenses and prepare for financial challenges.

With high startup costs, slow broker payments, and unpredictable expenses like fuel and maintenance, poor cash flow management can quickly derail even the most hardworking truckers. Successful operators track every dollar, minimize unnecessary spending, use financial tools strategically, and plan for market fluctuations to keep their business rolling for the long haul.

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Rob Carpenter Thursday, February 13, 2025

Understanding Net 30 Terms for Fleet Fuel Cards

Net 30 fleet fuel cards offer owner-operators and fleet managers a cash flow solution providing up to 30 days to pay for fuel expenses. This short-term financing helps bridge the gap between operating costs and customer payments, reducing financial strain and improving flexibility.

Consolidating fuel expenses into a single invoice and allowing time for revenue collection, these cards simplify bookkeeping and can even help build business credit. However, managing payment deadlines is crucial, late fees and missed payments can quickly turn a financial advantage into a burden. When used strategically, net 30 fuel cards keep trucks moving without unnecessary cash flow disruptions.

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Rob Carpenter Wednesday, February 12, 2025

Freight Invoice Audits and Why They Matter

Managing freight costs is one of the most critical aspects of running a trucking business. Ensuring that invoices are accurate with rising fuel prices, fluctuating rates, and complex carrier agreements is essential for financial stability. Unfortunately, billing errors, duplicate charges, misclassified freight, and unexpected fees are all too common in logistics. That’s where freight invoice […]

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