Freight 360
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.
Episodes
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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DAT Outgo Factoring for Carriers: Click Here
AscendTMS: Click Here ...
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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DOT Blitz Week inspections sideline roughly one out of every three trucks, tightening capacity and driving spot rates higher across all equipment types. In this episode, we break down what those out-of-service numbers really mean, how broker liability and negligent hiring are evolving after recent court rulings, and why your carrier vetting process needs to be practical, documented, and built around the data brokers actually have a...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss:
📈 Are shippers absorbing higher freight rates?
📞 When brokers ghost detention rate updates
📞 Five-month broker wants honest progress gut check
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DAT One - Brokers & Carriers: Click Here to get 10% off your first year!
DAT Outgo Factoring for Carriers: Click...
The Supreme Court’s 9-0 decision in Montgomery v. Caribe Transport II, LLC just changed the liability conversation for freight brokers, especially around negligent hiring and what “reasonable care” really means. We sit down with Danielle Spinelli from GenLogs to break down the ruling, the limits of carrier safety data, and why brokers need a documented, provable carrier vetting process before claims, insurers, shi...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss:
📄 Starting A Brokerage + Factoring Questions
🚛 Handling Carrier Deadhead Pay Requests
🤖 Using AI To Automate Brokerage Operations
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DAT One - Brokers & Carriers: Click Here to get 10% off your first year!
DAT Outgo Factoring for Carriers: Click Here
Most freight insurance problems start long before a claim ever happens. In this episode, we break down contingent cargo insurance, coverage gaps, excluded commodities, theft claims, and why many brokers and carriers misunderstand what’s actually protected when freight moves. We also cover practical risk management strategies for verifying coverage, handling high-value freight, and avoiding costly surprises when a shipment goe...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss:
🚛 Carrier Breakdown Payment Dispute
🏢 Selling An Inactive Trucking Authority
📉 Broker Lowered Rate After Agreement
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DAT Outgo Factoring for Carriers: Click Here
AscendTMS: Click Here a...
Your brokerage doesn’t need more shiny tools. It needs systems that actually match the reality of freight operations. In this episode with the Togo crew, we break down why so many logistics AI tools fail, what automation actually works for brokers, and how SOPs, process mapping, and smarter staffing can help teams scale without sacrificing service.
We also look ahead at the future of AI in freight brokerage, including data own...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss:
🤝 Co-brokering with different factoring companies: possible?
⚠️ FreightGuard report removal help needed
📡 Carrier frustrated with tracking, communication overload
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Margins don’t randomly drop to 3% - it usually comes from poor carrier sourcing, weak vetting, and sloppy execution. Tighten your carrier sales process, use real market data, and guide shippers with clear options to protect both margin and service.
At the end of the day, pay for the right carrier, manage risk proactively, and avoid cutting corners that turn small issues into expensive problems.
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Nate Cross & Ben Kowalski answer your freight brokering questions and discuss:
- Changing factoring companies
- The impacts of selling an MC
- Rail rates vs. Van rates
- Default settings in your TMS
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DAT One - Brokers & Carriers: Click Here to get 10% off your first year!
DAT Outgo Factoring for Carriers: Click Here
AscendTMS: Click Here...
You can have authority, a license, and customers—but still not have a real brokerage, just a founder doing everything until growth turns into chaos. Scaling usually fails not from lack of freight, but because the operation can’t handle the volume without structure, clear roles, and strong leadership.
We break down how to build processes, avoid common hiring mistakes, and stop being the bottleneck so your business can act...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss:
💰 Carrier rates, margins, shipper pricing basics
⏱️ Handling unexpected 24-hour trailer drops
🔍 Alternatives to Highway for carrier vetting
Support Our Sponsors:
Togo: Click Here
OperFi: Click Here
QuikSkope - Get a Free Trial: Click Here
DAT One - Brokers & Carriers: Click Here to get 10% off your first year!
DAT Outgo Factoring for Carriers: Click Her...
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