It's the Freight360 podcast from Freight Broker Sales tips to Sports Talk. This podcast is all about helping you grow as a Freight Broker with your hosts, Nate Cross and Benjamin Kowalski. New episodes every Friday and our Q&A series "The Final Mile" every Tuesday. Join us as we dive into the freight industry to provide you with the latest in Freight Broker education and industry news. If you have a question you would like answered on our show visit the website below or leave a comment wherever you get your podcasts. Visit our website www.freight360.net for our complete library of free content and resources, tailored to guide you towards a successful career as a Freight Broker. Also check out our YouTube channel for our weekly educational videos. https://youtube.com/@Freight360?si=Z8Ro07zZvfKISlfr Let's Talk Freight!™©2024 All Rights Reserved by Freight 360, LLC.
Dean Croke of DAT joins us to unpack why a World Cup "micro surge" quietly disrupted freight lanes despite a soft economy, then goes boots-on-the-ground with Salinas lettuce hauls to expose the hidden realities of reefer detention, agricultural exemptions, and driver fatigue. We also cover the structural forces reshaping trucking capacity—language enforcement, drug testing, and rate resets—plus the insurance and liabili...
⏱️ Covering Urgent, Last-Minute Loads
📦 Who Pays for Freight Damage?
🛡️ Carrier Vetting Prevents Costly Problems
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An $86M verdict against a carrier despite no negligence finding kicks off a look at today's upside-down insurance and legal landscape for freight brokers. We cover practical fixes: clean email habits (load numbers in subject lines, single threads, less CC clutter), inbox rules for small brokerages, and using your TMS as the single source of truth. We also dig into data quality (like accurate cargo value) as the root of many claims ...
🛡️ Why use Highway?
🎯 Best shipper prospecting software
🚐 Finding box trucks and cargo vans
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What makes an employee successful in freight brokerage? We break down how to measure whether someone is covering their true cost, why being busy does not always mean being productive, and how realistic benchmarks, incentives, and feedback can drive better performance.
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🛡️ Responding to Highway insights
⚖️ Is double brokering illegal and how to stop it
🚛 Older engines in newer trucks
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Freight brokerage isn’t just about trucks, rates, and load boards—it’s about solving problems when everything goes sideways.
We break down how asking better questions, simplifying challenges, and testing different approaches can help brokers avoid analysis paralysis and get better results. Along the way, we share real-world examples involving tough loads, carrier sales, credit decisions, new technology, and value-a...
📩 What to do after quote silence
💰 How are freight brokerages valued?
👥 Is assistant commission sharing standard?
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AI is quickly becoming a real advantage in freight brokerage. We break down practical ways brokers can use it to clean and analyze TMS data, catch accounting errors, improve reporting, summarize claims, support prospecting, search contracts and training materials, and reduce software costs—plus where AI-driven TMS and CRM tools are headed next.
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🚛 Best load board for dry vans?
📸 Share freight details before booking?
👀 Blind shipments: scam or legit?
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Join us as we break down practical carrier sourcing strategies for freight brokers, including how to use load boards, TMS tools, market data, and AI to find capacity more effectively in the spot market. We also cover deadheading, spot market dynamics, posting loads the right way, and creative ways to turn better carrier sourcing into better margins.
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Nate Cross & Ben Kowalski answer your freight brokering questions and discuss:
🚛 Should brokers post rates or leave them off?
💰 Why can brokers profit while carriers struggle?
🛠️ Why do new broker want to see inspections for a carrier?
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Most new freight brokers don’t fail because they can’t sell. They fail because they work the wrong process, so we break down a practical way to separate lead generation from prospecting, make more effective cold calls, and focus on the activity that actually creates momentum.
We also cover the real math behind cold calling, what makes a shipper worth pursuing, why quality matters more than volume, and how to build better...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss:
💼 Starting a freight brokerage without experience in 2026
📞 Cold calling without direct carrier relationships
🚛 Handling forklift damage to your box truck
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A rejected load can quickly become a five-figure loss, and the outcome often comes down to documentation, evidence, and how the claim is handled from the start. We break down freight claims, OS&D, cargo insurance, reefer issues, USDA inspections, carrier cooperation, and the practical steps brokers can take to prevent small mistakes from turning into expensive disputes.
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Nate Cross & Ben Kowalski answer your freight brokering questions and discuss:
🏗️ Pricing steel coil loads and accounting for added challenges
🚛 Fair owner-operator splits, insurance, and operating under your MC
📞 Overcoming the “customer-routed” or “vendor-routed” objection
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One bad shortcut can turn a routine load into a claim, stolen freight, or a cash-flow disaster. We break down how brokerages should handle policy violations, strengthen SOPs, use technology to reduce risk, and determine when mistakes are correctable versus grounds for immediate termination.
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Nate Cross & Ben Kowalski answer your freight brokering questions and discuss:
⚠️ Handling carrier threats professionally
✅ Building defensible carrier vetting
📈 Responding to rising rate pushback
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Freight brokerage is often called a sales game, but the brokers who last understand the finance behind every load. In this episode, we break down margins, startup costs, cash flow, hiring, compensation models, and the money decisions that help brokerages survive rate swings and grow profitably.
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Nate Cross & Ben Kowalski answer your freight brokering questions and discuss:
🚛 Why brokers hide commodity details from new carriers
⚠️ What brokers fear most with new MCs
📋 Can brokers verify cargo exclusions before onboarding carriers?
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Betrayal Weekly is back for a new season. Every Thursday, Betrayal Weekly shares first-hand accounts of broken trust, shocking deceptions, and the trail of destruction they leave behind. Hosted by Andrea Gunning, this weekly ongoing series digs into real-life stories of betrayal and the aftermath. From stories of double lives to dark discoveries, these are cautionary tales and accounts of resilience against all odds. From the producers of the critically acclaimed Betrayal series, Betrayal Weekly drops new episodes every Thursday. If you would like to share your story, you can reach out to the Betrayal Team by emailing them at betrayalpod@gmail.com and follow us on Instagram at @betrayalpod and @glasspodcasts. Please join our Substack for additional exclusive content, curated book recommendations, and community discussions. Sign up FREE by clicking this link Beyond Betrayal Substack. Join our community dedicated to truth, resilience, and healing. Your voice matters! Be a part of our Betrayal journey on Substack.
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