Founder of Downeast Shipping LLC, Jason shares how he built a profitable trucking business in 2025 — keeping his cost per mile below $1.70, and surviving one of the toughest freight markets in years. Learn how small carriers can adapt, stay profitable, and grow smarter. 🔴Stay ahead of new regulations and freight trends, 𝘀𝘂𝗯𝘀𝗰𝗿𝗶𝗯𝗲 𝗳𝗼𝗿 𝘄𝗲𝗲𝗸𝗹𝘆 𝘁𝗿𝘂𝗰𝗸𝗶𝗻𝗴 𝗻𝗲𝘄𝘀.🔴 𝗚𝗘𝗧 𝗦𝗧𝗔𝗥𝗧𝗘𝗗 🌍 𝗢𝘂𝗿 𝘄𝗲𝗯𝘀𝗶𝘁𝗲: https://www.bobtail.com/ 🌍 𝗦𝗶𝗴𝗻 𝘂𝗽 𝗳𝗼𝗿 𝗳𝗮𝗰𝘁𝗼𝗿𝗶𝗻𝗴: https://www.bobtail.com/contact-us/ 🌍 𝗦𝗶𝗴𝗻 𝘂𝗽 𝗳𝗼𝗿 𝗮 𝗳...

Stop Losing Money to Freight Scams — Carrier Tips for 2025 Freight fraud and double brokering are exploding across the trucking industry in 2025, costing carriers thousands in lost revenue and reputation. In this episode of This Week in Trucking, Amy talks with Robert “Pedro” Peterson from Synergy Freight about how to spot fake loads, verify brokers, and protect your authority from scams. Learn how fraudsters are evolving, what red flags to look for in rate confirmations and BOLs, and ...

Insurance is one of the biggest expenses for small carriers and new trucking authorities in 2025, sometimes $15,000 to $30,000 a year. In this episode of This Week in Trucking, we sit down with insurance expert Matt Planeta, VP at Heffernan Insurance Brokers, to break down how premiums are set and what you can actually do to lower them. We cover: - The real cost of trucking insurance in 2025 for new authorities and small fleets - Why some carriers pay $15K a year while others pay over...

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How to Build a Profitable Intermodal Trucking Business in 2025 In this episode of This Week In Trucking, host Caroline interviews Corisa Carter, owner of CM Transportation and founder of the Charleston Trucking Expo. Corisa shares her journey from the finance and customer service industry to becoming a leader in trucking. They discuss the operations and challenges of running a successful trucking company, including how Corisa supports her drivers, the impact of tariffs, and the unique ...

Welcome to This Week In Trucking! In this episode, Caroline sits down with Jamie Hagen, owner of Hellbent Express, for a deep dive into the real numbers and realities of running a trucking business in today’s market. Jamie shares his journey from being a lifelong driver to building a fleet, discusses the challenges of 2020, and breaks down the true costs of operating trucks, including equipment, insurance, fuel, maintenance, payroll, and more. Learn how Jamie navigates tight pro...

Revolutionizing Trucking with Repower: Flexibility and Efficiency in Trailer Sharing In this episode of Weekend Trucking, host Caroline dives deep into the innovative world of trailer sharing with Repower. Joined by guests Patrick and Matt, they discuss how Repower's on-demand trailer network enhances flexibility and efficiency for owner-operators and small fleets. The conversation touches on the benefits of trailer sharing, navigating market volatility, and the importance of insurance and r...

Inside the Logistics Industry: Fighting Freight Fraud with Jeff Dickinson Welcome to this episode of Weekend Trucking! Join us as we dive deep into the logistics industry with Jeff Dickinson, President and CEO of RGTX Logistics Solutions. Jeff shares his journey from roofing to logistics, the importance of practical experience, and how to combat freight fraud through his Freight Fraud Task Force. Learn about the industry's challenges, innovative solutions like TWIC cards, and how to ens...

Essential Compliance Tips for Trucking: Expert Insights with Brandon Wiseman In this episode of 'This Weekend Trucking,' host Caroline welcomes transportation attorney and President of Truck Safe Consulting, Brandon Wiseman. With extensive experience in helping both large and small carriers navigate compliance and safety, Brandon shares valuable insights on topics ranging from understanding DOT regulations to handling accidents and avoiding common compliance mistakes. He also addresses...

Mastering Trucking: How Jamie Anderson Profits in a Down Market In this episode of Weekend Trucking, we sit down with Jamie Anderson, the mastermind behind Daystar Transport. Jamie shares his expert insights into running a profitable OTR trucking business even during market downturns. He discusses the strategic shifts his company made during the COVID-19 pandemic, the importance of maintaining high service standards, and the meticulous financial planning and negotiations that set his b...

Insider Tips on Navigating the Trucking Industry with Hassan Transportation & Logistics In this episode, host Caroline sits down with Xander and Kanon from Hassan Transportation and Logistics (HTL) to get an insider's perspective on the trucking industry and freight brokerages. They dive into key topics like how carriers can set themselves up for success, the importance of transparency and partnership between brokers and carriers, and how to navigate the complexities of freight theft and...

Enhance Your Trucking Business with Expert Safety Strategies | This Week in Trucking Welcome to This Weekend Trucking! In this episode, host Caroline talks with Sam Watts, founder of Watman Diesel House, a trucking safety strategist dedicated to helping businesses overcome common safety pitfalls and become more profitable. Sam shares his journey into truck safety, key mistakes small carriers often make, and provides practical advice for establishing a solid safety foundation. Learn how to ef...

In this episode of 'This Weekend Trucking,' we dive into the cargo van business with John Russell, owner of J and K Russell's Trucking. John shares his journey from working a nine-to-five job to running his own cargo van business, featuring real numbers and real challenges. Learn about his average weekly miles, earnings, costs, and the unexpected hurdles he's faced along the way. John also sheds light on the importance of transparency and his future expansion plans. This episode is packed wit...

Ex-Broker Reveals Freight Sales Secrets | Former Broker's Playbook for Trucking In this episode of 'This Week in Trucking,' host Caroline speaks with Nick Klingensmith, a cancer survivor, obstacle course racer, and logistics sales expert. Nick shares his unconventional journey into the trucking industry, insights on building and leading sales teams, and strategies for small carriers to improve their businesses. He delves into the importance of understanding market conditions, the need for gr...

How to Stay on the Road and Avoid Compliance Pitfalls | This Week in Trucking Welcome to 'This Week in Trucking' with your host, Caroline! In this episode, we look into the complexities of trucking compliance, especially for small fleet operators. Caroline interviews Rob Carpenter, VP of Compliance at Truck Safe, who shares his extensive background in trucking, including his transition from driver to compliance expert. They discuss the common compliance mistakes small fleet owners make, the ...

In this episode of 'This Week in Trucking,' we feature Antoine from Midwest Box Trucking, who shares his six-year journey in the trucking industry. Starting with cargo and sprinter vans, Antoine transitioned to rental box trucks and eventually purchased his own vehicle. He discusses the operational complexities of his business, including tracking weekly data, managing costs, and the highs and lows of hiring and retaining drivers. Antoine offers a detailed breakdown of his weekly mileage, earn...

Preventing Double Brokering and Other Fraud in the Trucking Industry In this episode of 'This Week in Trucking,' hosted by Caroline, we explore the intricate problem of double brokering and other forms of fraud in the trucking industry with expert Donovan Reed, Red Team Manager at Bobtail. Statistics show that 85% of carriers and brokers experienced double brokering in Q2 2023, causing significant financial losses. Donovan thoroughly explains the mechanics of double brokering, how to i...

Truckers Against Trafficking: Heather Fry on Combating Human Trafficking In this episode of This Week in Trucking, Caroline sits with Heather Fry, Director of Industry Training at Truckers Against Trafficking (TAT). Heather explains how human trafficking operates, debunks common myths, and highlights the crucial role truck drivers can play in identifying and reporting suspicious activities. Learn about TAT's initiatives, the importance of training, and the real impact truckers can have in th...

Addressing the Truck Parking Crisis with Evan Shelley, CEO of TruckParkingClub.com Join Caroline as she sits down with Evan Shelley, CEO of TruckParkingClub.com, to explore the truck parking issue that has been impacting the trucking industry. Discover how Evan's background in real estate led him to tackle this significant problem by creating a platform that aggregates existing truck parking spaces, making them more accessible and efficient for drivers. Learn about the challenges invol...

Maximize Your Trucking Profits: Michael Lombard's Journey & Health Tips for Drivers. Trucker turned Triathlete, Fitness Coach & Driver Advocate Want to stay on the road longer and make more money? Michael Lombard knows that endurance is the key to long-term profits in trucking. The healthier you are, the more years you can drive—and the fewer costly setbacks you’ll face. In this episode of This Week in Trucking, Caroline sits down with Michael, an OTR trucker, Marine veteran, a...