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© 2026 Freight 360
Description
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.
448 Episodes
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Freight markets flip fast—one week you’re competitive, the next you’re underwater—so we break down how to price RFP and contract freight, manage risk, and avoid paper rates. We also cover tracking tech that actually works, plus the realities of being a 1099 agent and what separates brokers who thrive from those who burn out. 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 fir...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: ⚖️ Fining Carriers The Right Way vs Wrong Way 🚛 Dispatch Services: Pros & Cons 🌴 Florida Peak Season Strategy 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 Here AscendTMS: Click Here and use promo code RA-freight360! to get AscendTMS FRE...
Most brokers don’t stall because they can’t sell—they stall because they’re stuck doing ops and don’t know how to train help without losing quality. This episode breaks down how to hire and train a dispatcher so you can scale without burnout. We also cover the current market—tight capacity, rising rates, and spot vs. contract tension—and walk through a practical dispatcher workflow, carrier sourcing, and negotiation tactics that actually work in today’s environment. Support Our Sponsors: T...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 💸 Getting Paid via Cash App? Is it normal or a red flag for carriers? 📊 Best Way to Find Loads? Are load boards enough or is there a better strategy? ⚖️ Broker Bankruptcy? File on the bond only or use a collection agency too? 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 ...
“Integrated” freight software isn’t always as seamless as it sounds. We break down where TMS integrations fall short—and how those gaps can lead to stolen loads, compliance misses, or hidden service issues. We cover what to ask about carrier vetting tools, why timing and visibility matter, and how terms like API vs. webhook impact real-time data. Bottom line: messy data doesn’t get fixed by better tech or AI—it just scales the problem. Support Our Sponsors: Togo: Click Here OperFi: Click H...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 💳 Best factoring companies and typical freight broker factoring rates ⛽ What happens to fuel surcharges when diesel prices rise ⚖️ Why shipment weight matters so much to motor carriers 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 Here Ascen...
A single freight claim can wipe out a month of profit if the basics aren’t handled right. In this episode, we break down why claims spiral—unclear ownership, weak documentation, missing PODs, and insurance blind spots—and share real examples of where things went wrong and how to prevent them. We also cover the key checkpoints at pickup and delivery, how FOB terms affect responsibility, and why relying on contingent cargo or reefer breakdown coverage can backfire. The solution: tighter carrier...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: ⏰ Shipper delay until night — driver left. Is TONU owed? 📅 Broker changed appointment mid-load — who owes detention? 💸 $400 for 1,200 miles with driver assist — fair? 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 Here AscendTMS: Click Here a...
🤝 Build Trust First: Sales in freight brokerage are built on genuine conversations, active listening, and understanding customer expectations. By avoiding “commission breath,” communicating transparently, and building real personal connections, brokers can create long-term relationships and a healthier sales pipeline. 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...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 📦 Contracted lanes worth it in today’s freight market? 📈 Cheap freight ending — raise rates and reset expectations 🏢 Using spouse’s authority vs getting your own MC? 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 Here AscendTMS: Click Here an...
Freight is tightening for real reasons as enforcement and compliance crackdowns pull trucks out of circulation and spot rates start outrunning contract freight. We talk about balancing strong carrier vetting with practical flexibility, and why automation still needs human judgment when capacity gets tight. We also break down how to reset shipper pricing using real market data and a simple “What, So What, What Now” discussion, plus practical ways to win more freight through better execution an...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 🪪 Why brokers request driver CDL 📊 Essential TMS reports to run 🚛 In-transit breakdown: who pays loss 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 Here AscendTMS: Click Here and use promo code RA-freight360! to get AscendTMS FREE for 90 day...
We weigh whether 2026 is the right time to start or double down on a freight brokerage, then map the forces moving the market: rising spot rates, falling volumes, and compliance crackdowns that are shrinking capacity. We dig into fraud tactics, why over‑automation backfires, and how small daily habits turn volatility into opportunity. • rising spot rates against lower shipment volumes • compliance enforcement and capacity exits • reefer and van spot rates nearing or beating contract • produc...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 🚛 Should a solo broker hire an agent? 🆕 When would you use new carriers? 💳 How to build brokerage credit fast? 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 Here AscendTMS: Click Here and use promo code RA-freight360! to get AscendTMS FREE f...
Cold calls get attention, but follow-up is where deals are won. We break down a simple, repeatable system to turn first touches into trusted shipper relationships using sharp recaps, smart timing, and notes that make every call build on the last. We cover how to log key personal and operational details in your CRM, set the next step before hanging up, use market signals to add timely value, and communicate early and honestly when conditions shift—so you move from “price check” to trusted part...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 🚚 Can shippers use load boards? 📝 Any autos vs scheduled autos COI? 📦 Claim filed 2 weeks post-delivery? 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 Here AscendTMS: Click Here and use promo code RA-freight360! to get AscendTMS FREE for 90 ...
In this episode of the Freight 360 podcast, hosts Nate Cross and Ben Kowalski discuss the current state of the freight market with Dean Croke from DAT. They explore recent trends, regulatory changes affecting the industry, and safety concerns on the road. The conversation highlights the impact of enforcement on carrier attrition and the upcoming produce season, emphasizing the need for improved driver training and awareness. Support Our Sponsors: Togo: Click Here OperFi: Click Here QuikSko...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: ❄️ Why post undeliverable loads during lingering winter storms? 🚚 Are vans or reefers rejected due to age? 📞 What activity and call expectations exist at large brokerages? 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 Here AscendTMS: Click H...
Your rate isn’t your edge—your communication is: we teach a pressure-free prospecting system that starts with real shipper problems, builds trust early, and works when storms, tight capacity, and chaos hit. You’ll learn how to call with relevance (not price), tune delivery and silence, handle “not onboarding,” pivot by season/equipment, and use tools like DAT and Blue Book to turn market reality into opportunity. If you want to prospect without sounding salesy and build a pipeline that calls ...
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 💸 Tax tips for brokers? 🧠 Where do you get sample rate cons? 🧾 What TMS auto-creates rate cons/forms? 📂 What broker forms do you keep? 🚛 How do you vet carriers? 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 Here AscendTMS: Click Here and us...
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