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The Long Haul
FreightWaves, Adam Wingfield
48 episodes
4 days ago
Adam Wingfield's podcast, "The Long Haul," focuses on assisting small trucking businesses and independent contractors. The show features interviews with industry experts and successful owner-operators, offering advice and strategies for financial success. Its target audience is anyone in the trucking industry, from those just beginning to established fleet owners. The podcast aims to provide actionable insights and encouragement to help listeners improve their businesses. Ultimately, the podcast seeks to connect trucking professionals with opportunities for growth and profitability.
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All content for The Long Haul is the property of FreightWaves, Adam Wingfield and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Adam Wingfield's podcast, "The Long Haul," focuses on assisting small trucking businesses and independent contractors. The show features interviews with industry experts and successful owner-operators, offering advice and strategies for financial success. Its target audience is anyone in the trucking industry, from those just beginning to established fleet owners. The podcast aims to provide actionable insights and encouragement to help listeners improve their businesses. Ultimately, the podcast seeks to connect trucking professionals with opportunities for growth and profitability.
Show more...
Entrepreneurship
Business,
Careers,
News,
Business News
Episodes (20/48)
The Long Haul
Who Is Fighting for the American Trucker – A Straight Talk with Harvey Beech
Truck drivers don’t need another feel-good message. They want honesty.In this episode of The Long Haul, Adam sits down with Harvey Beech, co-founder of American Truckers United, a third-generation trucking operator who has lived every side of this industry — company driver, small fleet owner, and long-haul carrier. Harvey speaks plainly about what many drivers feel but few are willing to say out loud: how immigration policy intersects with trucking, why wages have been compressed, how safety standards have eroded, and why the sacrifices of seasoned American drivers often go ignored. This is not a political episode. It’s a reality check — from someone who was born into trucking and never left it. Follow The Long Haul Podcast Other FreightWaves Shows
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4 days ago
1 hour 29 minutes

The Long Haul
Year in Review: A Look Back at 2025
As 2025 comes to a close, The Long Haul host Adam Wingfield looks back on a year that tested small carriers and owner-operators like never before. This special Year in Review episode features powerful clips and insights from 15 guests, covering the challenges, lessons, and wins that shaped the trucking industry. It’s a reflection on progress, resilience, and what it really takes to keep moving forward in the long haul.
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1 week ago
51 minutes

The Long Haul
More Than Miles – The Heart of Wreaths Across America with Courtney George
Every December, thousands of volunteers and hundreds of truck drivers move in unison for one mission: remember the fallen, honor those who serve, and teach the next generation the value of freedom. In this episode of The Long Haul, Adam sits down with Courtney George, Director of Transportation and Industry Relations for Wreaths Across America, to explore the heart of a program that relies on the trucking community to carry more than just freight — they carry legacy, gratitude, and remembrance. Courtney shares how Wreaths Across America mobilizes drivers, carriers, communities, and families across the country to ensure veterans are honored with dignity. We talk about the emotional impact on drivers, the logistics behind such a massive mission, and why goodwill still matters in a world that feels divided and distracted. This one’s bigger than trucking — it’s about purpose. Follow The Long Haul Podcast Other FreightWaves Shows
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2 weeks ago
33 minutes

The Long Haul
Diesel Laptops for Small Carriers – The Diagnostic Edge That Protects Your Profit
When you’re running a small fleet, a single breakdown can crush your margins and throw your week off track. In this episode of The Long Haul, we sit down with Tyler Robertson, founder and CEO of Diesel Laptops, to talk about why every small carrier needs diagnostic tools in their own hands—not locked behind a shop’s schedule or inflated repair fees. We dig into: What makes Diesel Laptops different from other diagnostic tools How owner-ops and small fleets can cut downtime, negotiate smarter, and stay in control Real-world examples of small carriers using diagnostics to protect their bottom line Why shops and dealers don’t want you to have this tech (but you should anyway) If you’ve ever been stranded with a blinking check engine light and no answers, this is the episode that might just save you thousands. Follow The Long Haul Podcast Other FreightWaves Shows
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3 weeks ago
40 minutes

The Long Haul
The Truth Behind HR5688 – Lewie Pugh on Non-Domiciled CDLs, Backlash, and the Future of Trucking Policy
The trucking world is divided right now — not just over freight, diesel, or regulations, but over who gets to operate on American roads and under what conditions. HR5688, the Domiciled CDL Integrity Act, has set off a firestorm inside the industry. Some support it. Some believe it doesn’t go far enough. Others think it goes too far. In this episode of The Long Haul, Adam sits down with Lewie Pugh, Executive Vice President of OOIDA, to dig into what the bill actually says, why OOIDA supports it, and how misinformation and social media outrage have reshaped the conversation around non-domiciled CDLs, immigration status, and public safety. We talk about the difference between protecting American drivers and weaponizing fear, the impact of public perception on policy, and why organizations like OOIDA are now facing more pressure than ever to communicate clearly, transparently, and directly with the people they represent. If you’ve been confused, frustrated, or fired up by this debate, this episode gives clarity — straight from the source. Follow The Long Haul Podcast Other FreightWaves Shows
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1 month ago
1 hour 9 minutes

The Long Haul
The Freight Fraud Epidemic – Danielle Spinelli on Cargo Theft, Compliance, and the Truth Behind the Scams
Cargo theft is no longer a random crime — it’s organized, digital, and spreading faster than the industry wants to admit. In this episode of The Long Haul, Adam sits down with Danielle Spinelli, better known as The Fraud Girl — a veteran broker turned fraud-fighting expert and host of Tell Me Everything. Now with Descartes | MyCarrierPortal, Danielle works on the front lines of vetting carriers, uncovering scams, and helping brokers and shippers stay one step ahead of organized theft rings. Fresh off a ride-along with the California Highway Patrol’s Cargo Theft Task Force, Danielle gives a behind-the-scenes look at what’s really happening on rail lines, at docks, and in digital load boards — and how small carriers are being targeted, framed, or used without even realizing it. This one’s not theory — it’s field intel. Follow The Long Haul Podcast Other FreightWaves Shows
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1 month ago
41 minutes

The Long Haul
Civil Rights or Compliance — Who’s Really Behind the Wheel?
In this Thanksgiving edition of Third & Long, Adam Wingfield and co-driver Kaylee Nix break down one of the biggest stories shaking the trucking world: California’s CDL compliance battle with the FMCSA, the threat of losing $158 million in federal funding, and the lawsuits claiming civil rights violations. This episode goes deep into the political tension between state and federal authority, how these policies affect small carriers and owner-operators, and what the fallout could mean for the industry moving forward. We cover: FMCSA vs. California — federal funding, compliance failures, and courts stepping in Civil rights lawsuit — why non-domiciled CDL holders say the rules are unfair Public perception of drivers — including the viral “low-skilled job” debate Real-world industry impact — hiring, safety, insurance, and the future of driver qualifications The massive training gap — 63,000 CDL schools but only 3,000 federally compliant What shippers must do next — and whether this opens a door for small carriers Along the way, Adam shares real stories from the road, what it really takes to safely operate 80,000 lbs of equipment, and why the idea that trucking is “low-skilled” couldn’t be further from the truth. Whether you're a small carrier, an industry insider, or someone who wants to understand what’s really happening behind the headlines, this conversation is one you don’t want to miss. Like, subscribe, and turn on notifications so you never miss a new drop. Sign up for the newsletter for deeper insights Follow The Long Haul Podcast Other FreightWaves Shows
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1 month ago
53 minutes

The Long Haul
The Parking Problem is Real – Why Data Can’t Replace Driver Experience
Truck parking is one of the most talked-about challenges in our industry — but recently, some are claiming the problem doesn’t even exist. In this episode, Adam sits down with Andrew King, Director of Operations at OOIDA Foundation, to cut through the noise. We dig into the flawed assumptions behind a recent parking report, break down federal data from Jason’s Law, and challenge the idea that drivers are just “bad planners.” If you’re tired of surface-level takes, this episode goes deep into policy, equity, and what real change should look like for small carriers. Follow The Long Haul Podcast Other FreightWaves Shows
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1 month ago
56 minutes

The Long Haul
No Filter in Freight – Sage’s Uncensored Take on Trucks, Brokers & Insurance
In this uncaged episode of The Long Haul, Adam sits down with Sage — CDL driver, O/O, Landstar agent, broker, and commercial auto insurance pro — to tackle the freight industry’s most controversial topics. This one’s not safe for the faint of heart. We dig into broker dishonesty, insurance scams, the broker-agent world, O/O pain points, and what never gets talked about in polite circles. No fluff. Real talk. If you’re in the business and tired of half-truths, this is your episode.
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2 months ago
1 hour 8 minutes

The Long Haul
What You’re Actually Signing – A Legal Breakdown of Carrier Packets
You’ve signed hundreds of rate cons, but have you ever stopped to actually read the fine print? In this eye-opening episode of The Long Haul, Adam sits down with transportation attorney and Armchair Attorney podcast host Matthew Leffler to dissect a real broker-carrier agreement, section by section. If you’re an owner-operator or fleet owner signing rate confirmations without understanding the liability buried inside, you cannot afford to miss this. From indemnification clauses to cargo liability to payment terms, we break it all down in plain English so you can protect your business and stay in control. Follow The Long Haul Podcast Other FreightWaves Shows
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2 months ago
54 minutes

The Long Haul
Inside Amazon Freight Partner + TTN: Trucking Ownership, AI, and Beating Downtime
In this follow-up episode of The Long Haul, Adam sits back down with Tyler Harden of TTN Fleet Solutions to dig deeper into one of the toughest realities in trucking — what happens when your truck breaks down and the clock’s ticking against you. Adam also talks to Natasha Sanders, Senior Business Coach for the Amazon Freight Partner Program.They unpack how Amazon is building opportunities for entrepreneurs and CDL drivers alike — from launching small trucking companies under the AFP umbrella to offering stable, local driving careers with consistent pay and benefits.We’ll talk about what AFP really is, how it works, and what it means for drivers looking for balance, consistency, and a long-term career inside the Amazon network.This one’s not about hype — it’s about clarity. If you’ve ever seen those blue trucks on the highway and wondered how to be part of that movement, this episode breaks it all down. Follow The Long Haul Podcast Other FreightWaves Shows
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2 months ago
36 minutes

The Long Haul
From Legacy to Leadership – Kristy Knichel on Breaking Barriers and Building Real Broker-Carrier Partnerships
In this episode of The Long Haul, Adam sits down with Kristy Knichel, CEO of Knichel Logistics, to talk about what it really takes to build long-term broker-carrier relationships — especially in a market where trust is at an all-time low. Kristy shares what she’s learned leading a woman-owned, family-founded brokerage, how she sees small carriers finding success, and what brokers are actually looking for when they talk about “partnership.”We dive into legacy, leadership, accountability, and how to survive when the market turns against you. This one’s all about the real relationship work behind the freight. Follow The Long Haul Podcast Other FreightWaves Shows
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2 months ago
47 minutes

The Long Haul
Tariffs, Truth, and Truckers – A 3rd and long Deep Dive
In this edition of 3rd and long, Adam Wingfield and Kaylee Nix tag team the mic to unpack the latest headlines shaking up the trucking world. From Trump’s 25% truck tariff to the crackdown on non-domiciled CDL holders, to viral tweets and the toll on immigrant drivers, no topic is off limits.We break down the implications for small carriers, the legal gray areas many are trapped in, and how some operators are trying to climb out of the load board cycle. And yes — we even address being labeled “woke” for standing on the side of fairness. This one’s for the drivers, the dispatchers, and everyone running a legit hustle. Buckle up. Follow The Long Haul Podcast Other FreightWaves Shows
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2 months ago
57 minutes

The Long Haul
Carrier Data Doesn’t Lie – Garrett Allen on Building Trust, Lane Loyalty, and Freightproof Strategy
In this episode of The Long Haul, Adam sits down with Garrett Allen to talk about the one thing that brokers, shippers, and carriers say they value — but few actually use to make better decisions: data. Garrett unpacks how small fleets can use their own performance metrics to create stronger partnerships, land dedicated lanes, and rise above the noise in a market full of volatility and skepticism. We dig into trust-building, performance proof, bid season, and why data transparency is the future of reliable freight — whether you’re a one-truck authority or scaling up to 10. This one is about earning freight, not just chasing it. Follow The Long Haul Podcast Other FreightWaves Shows
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3 months ago
39 minutes

The Long Haul
Automation Without Overload – Marcus Cooksey on Practical AI for Small Carriers
In this episode of The Long Haul, Adam sits down with Marcus Cooksey, founder and CEO of Duke.AI — a tech platform that helps small carriers simplify bookkeeping, automate back-office operations, and stay in control of their numbers without hiring a full accounting team.We talk about the real barriers small trucking companies face when it comes to automation, why AI doesn’t have to mean “overcomplicated,” and how tools like Duke.AI are designed to meet you where you’re at — not replace you. If you’ve ever said, “I just want something that works,” this episode is your blueprint. Follow The Long Haul Podcast Other FreightWaves Shows
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3 months ago
48 minutes

The Long Haul
Bridging the Broker-Carrier Divide, Fighting Fraud, and Building Trust That Pays
Is the constant tension between brokers and carriers just bad communication, or is it a sign of a deeper issue? In this powerful episode of The Long Haul, host Adam Wingfield sits down with Annique Lesage, the freight-savvy broker and coach known for her direct, no-fluff truth bombs on TikTok. Annique shares her incredible journey from handling customs to becoming a successful broker, and opens up about how the industry became her lifeline while escaping an abusive marriage. This isn't your typical broker vs. carrier debate. Annique provides a masterclass in shifting from a transactional, load-by-load mindset to building lasting, profitable partnerships. She breaks down why there’s no such thing as "cheap freight," only bad negotiators, and challenges carriers to operate as strategic business owners rather than just drivers. If you’ve ever felt burned by a broker or struggled to make the industry work for you, this is a conversation you can't afford to miss. Follow The Long Haul Podcast Other FreightWaves Shows
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3 months ago
1 hour 15 minutes

The Long Haul
Tread Carefully – Kamard Johnson on Tire Mistakes That Cost You Miles and Money
In this episode of The Long Haul, Adam sits down with tire expert Kamard Johnson to talk about one of the most overlooked — and most expensive — parts of a small fleet’s operation: tires.From hidden fuel losses to downtime disasters, Kamard breaks down the real cost of running the wrong tires, buying from the wrong places, and ignoring what’s right in front of your truck. This episode is packed with tactical advice for owner-operators who want to stop bleeding margin and start treating tires like a business decision, not an afterthought.You’ll learn when cheap is smart, when it’s not, how to inspect like a pro, and what a tire buying strategy looks like for fleets trying to stay in the game long-term.This isn’t just about rubber — it’s about money, uptime, and survival.
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3 months ago
1 hour 18 minutes

The Long Haul
3rd and Long – Real Freight Talk with A Bonus
When the market feels like it’s 3rd and Long every damn day, you need real voices in the huddle. In this special episode, Adam sits down with Kaylee Nix for a laid-back, wide-ranging conversation about what’s really going on in freight. From English testing crackdowns to used truck trends and questionable tariff policies, nothing’s off-limits. Buckle up — we’re calling an audible and going for it on this one.
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4 months ago
52 minutes

The Long Haul
ELP, non-domicile, and the prejudice hiding in plain sight
In this solo episode of The Long Haul, Adam tackles one of the freight industry’s most loaded topics — the crackdown on English Language Proficiency and the targeting of non-domicile CDL holders. What starts as a safety policy is revealing deeper issues around bias, access, and who gets to belong in trucking. If you're ready for a raw, honest conversation about what’s really happening, this one's a must-listen. Follow The Long Haul Podcast Other FreightWaves Shows
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4 months ago
50 minutes

The Long Haul
From Trucking Wife to Driving Change – Jessica Dotson on Family, Purpose, and Supporting Women in Logistics
In this episode of The Long Haul, Adam sits down with Jessica Dotson, Director of Business Development at Multi Service Fuel Card, Vice Chair of the Women in Trucking Foundation Board, and Chair of the BCS Women in Logistics Events Committee. Jessica’s story didn’t start in an office—it started at home, supporting her husband on the road as a trucker’s wife. That experience gave her a firsthand view of the challenges families face in this industry and set her on a 15+ year journey across operations, sales, and strategy. Today, Jessica is focused on giving back—through her work with the Women in Trucking Foundation and initiatives like the Brittany Traylor Scholarship—all designed to create opportunities and open doors for the next generation of women in transportation.
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4 months ago
45 minutes

The Long Haul
Adam Wingfield's podcast, "The Long Haul," focuses on assisting small trucking businesses and independent contractors. The show features interviews with industry experts and successful owner-operators, offering advice and strategies for financial success. Its target audience is anyone in the trucking industry, from those just beginning to established fleet owners. The podcast aims to provide actionable insights and encouragement to help listeners improve their businesses. Ultimately, the podcast seeks to connect trucking professionals with opportunities for growth and profitability.