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PODCAST

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

business careers

All Episodes

17:23

Spot Market Pricing For Freight Brokers | Final Mile 138

Freight 360 ·

2026/04/21

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 Here AscendTMS: Click Here and use promo code

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58:36

60 Minutes Investigates Chameleon Carriers - Here’s...

Freight 360 ·

2026/04/17

We break down the 60 Minutes investigation into chameleon carriers and the Super Ego allegations, adding real-world industry context on what’s legit vs. outright fraud—and why weak onboarding and identity verification create major vulnerabilities. From rate con fraud to ELD manipulation, we cover how these schemes work and share practical broker SOPs and vetting strategies to catch red flags early and protect your business. Support Our Sponsors: Togo: Click Here OperFi: Click Here QuikSkop...

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50:28

How To Price RFP Freight When The Market Flips & More...

Freight 360 ·

2026/04/03

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...

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17:15

Rate Cons That Prevent Surety Bond Claims | Final...

Freight 360 ·

2026/03/31

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

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64:18

How To Teach A Dispatcher To Cover Loads Without...

Freight 360 ·

2026/03/27

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...

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27:58

"Cash App Me The Money And Trust Me Bro" | Final Mile...

Freight 360 ·

2026/03/24

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

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61:52

Your “Full Integration” That Does Nothing | Episode 335

Freight 360 ·

2026/03/20

“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...

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16:33

Factoring Fees, Fuel Surcharges, And Freight Weight |...

Freight 360 ·

2026/03/17

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

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51:30

Preventing Claims Nightmares With Simple Proof |...

Freight 360 ·

2026/03/13

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...

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17:44

How Clear Policies On Detention And Layover Save...

Freight 360 ·

2026/03/10

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

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64:16

What Not To Do And How To Make Shippers Want To Call...

Freight 360 ·

2026/03/06

🤝 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 Levity: Click Here DAT One - Brokers & Carriers: Click Here to

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16:43

Contracted Lanes In A Volatile Freight Market | Final...

Freight 360 ·

2026/03/03

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 Levity: Click Here DAT One - Brokers & Carriers: Click Here to get 10% off your first year! DAT Outgo Factoring for Carriers: Click

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60:55

How Tight Capacity, Changing Rules, And Smarter...

Freight 360 ·

2026/02/27

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...

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18:50

Who Pays When A Load Falls Apart? | Final Mile 131

Freight 360 ·

2026/02/24

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 Levity: 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

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55:53

Should You Be A Freight Broker In 2026? | Episode 331

Freight 360 ·

2026/02/20

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...

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14:36

Hiring An Agent Or Growing Solo | Final Mile 130

Freight 360 ·

2026/02/17

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 Levity: 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

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59:47

How Smart Freight Brokers Turn Follow-Ups Into...

Freight 360 ·

2026/02/13

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...

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16:10

Motor Carrier Insurance & More Q&A | Final Mile 129

Freight 360 ·

2026/02/10

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 Levity: Click Here DAT Freight & Analytics - Get 10% off your first year! DAT One - Brokers & Carriers: Click Here AscendTMS: Click Here Use promo code RA-freight360! to get AscendTMS FREE FOR 90

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61:03

Freight Market Turning Point (with Dean Croke from...

Freight 360 ·

2026/02/06

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: QuikSkope - Get a Free Trial: Click Here L...

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13:44

How Many Cold Call Should New Freight Brokers Make? |...

Freight 360 ·

2026/02/03

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: QuikSkope - Get a Free Trial: Click Here Levity: Click Here DAT Freight & Analytics - Get 10% off your first year! DAT One - Brokers & Carriers: Click Here AscendTMS: Click Here Use promo code

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