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 where ...
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Freight Broker Sales Tips Podcasts
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From Solo Freight Broker To Business Owner | Episode 320
1:02:50
1:02:50
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1:02:50Ready to stop “owning your job” and start owning a brokerage that grows without you? This episode maps the move from solo broker to small business owner—how to know when you’re maxed out, who to hire first, and how to set up systems that make growth calm, not chaotic. We’ll cover reclaiming selling time with support roles, automations, and clear ex…
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How Freight Brokers Choose Insurance, TMS, And Compliance Tools | Final Mile 119
14:07
14:07
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14:07Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 💸 Best cargo insurance options for per-load coverage. 📲 Top tools for creating rate cons and checking carrier compliance 🚨 Helping a carrier flagged for fraud on Highway — ELD mix-ups and review delays. Support Our Sponsors: Freight Collection Solutions - Click Here Quik…
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Who's Liable When Freight Bills Go Unpaid | Episode 319
1:08:58
1:08:58
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1:08:58When freight moves but the carrier doesn’t get paid, who’s liable? Freight collections pros Cristina Belaval and Edgar Davison break down unpaid freight, bills of lading, and Section 7 non-recourse in plain English. They explain why shippers and consignees can still be on the hook, how to avoid double brokering and bad billing entries, and the prac…
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Using CIA Spy Skills To Stop Freight Fraud (with Ryan Joyce) | Episode 318
1:01:02
1:01:02
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1:01:02Ryan Joyce, former CIA spy, now applies CIA-level tradecraft to protect brokers, carriers, and shippers from modern freight scams. The key lesson: safety isn’t security. Perfect inspections won’t stop a stolen load, and fake digital vetting is easy to spoof. What works is physical truth. genlogs built a network of roadside sensors tracking millions…
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A $350 fine on a $500 load?!? | Final Mile 117
18:52
18:52
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18:52Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 🧭 Difference between shippers and receivers in various contexts? 💸 How to fight excessive shipper fees fairly? 🏢 Can carrier and broker share the same address? 🚨 How do brokers recover after cargo fraud or loss? Support Our Sponsors: Freight Collection Solutions - Click …
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A Driver's Take on Brokers, Rate Transparency, & More (with CDL Shorty, Avante Jackson) | Episode 317
1:26:11
1:26:11
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1:26:11Anger over low rates won’t move freight, so Nate and Ben sit down with carrier advocate Avante “CDL Shorty” Jackson to break down the real issues dividing brokers and carriers. They unpack market pressure, ELD manipulation, and fraud prevention while tackling the transparency debate and costs on both sides. Tune in for practical steps to rebuild tr…
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Carrier and Insurance Selection for Freight Brokers | Final Mile 116
15:07
15:07
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15:07Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 💼 How many brokers carry their own insurance vs. just rely on their bond and the carrier’s insurance? 🗣️ Tips from experienced brokers on booking trucks and improving negotiation skills for newcomers. 🚛 Do brokers prefer working with owner-operators, small fleets, or lar…
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Freight Enforcement, Rates, and the Real Capacity Story (with Dean Croke of DAT) | Episode 316
1:02:44
1:02:44
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1:02:44Freight enforcement headlines miss the real story: capacity shifts. DAT’s Dean Croke joins us to unpack how English-language crackdowns, CDL scrutiny, and chameleon carriers distort regional rates even as national averages stay flat. Shippers are squeezing savings while fleets run razor-thin, propped up by cheap diesel and slow repos—supports that …
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Tracking Tools, Warehousing, & Deadhead Pay | Final Mile 115
16:43
16:43
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16:43Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 📍 What are some good live tracking platforms for simple on/off tracking? 🏬 Are there any good platforms for searching warehousing options? 🚛 How should I calculate the amount to pay a carrier for their deadhead miles? Support Our Sponsors: Freight Collection Solutions - …
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Has DOT Enforcement Impacted Rates? | Episode 315
1:02:02
1:02:02
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1:02:02Two stolen truckloads of premium tequila just exposed how deep freight fraud runs—from double brokering and GPS spoofing to carrier identity theft—plus we are seeing real DOT and ICE enforcement on the road. As non-compliant fleets vanish, rates are rising even while volumes stay nearly the same, revealing how much “ghost capacity” never belonged i…
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Freight Fraud, Dispatching, and TWIC Cards | Final Mile 114
16:45
16:45
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16:45Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: ❓ Are dispatchers — especially foreign dispatchers — damaging the industry? What could be the reasons, and how can dispatchers improve to play a positive role? 📱 Could brokers require carriers to use GPS tracking and provide quick video/photo verification at pickup? How …
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Freight Collections: How to Protect Cash, Enforce Liens, and Survive Slow Pay | Episode 314
1:13:58
1:13:58
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1:13:58Cash flow isn’t just paperwork—it’s survival for a freight business. In this episode, attorney Cristina Belaval (Freight Collection Solutions) and consultant Janie Howerton share the habits, documents, and legal tools that actually get brokers and carriers paid. From weekly AR routines and clean invoicing to lien rights, setoffs, and collection str…
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Broker Risks, Tech Choices, and Agent Recruiting | Final Mile 113
22:32
22:32
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22:32Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 🔒 Broker Liability – Who really carries the risk when loads are stolen through identity theft? 💻 Tech Stack – Best TMS and accounting software for new brokers. 👥 Agent Growth – Where to find reliable broker agents and how to structure fair, competitive pay. Support Our S…
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Fighting for Change: Inside the TIA Policy Forum | Episode 313
1:05:17
1:05:17
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1:05:17The trucking industry faces a major safety crisis—1 in 5 trucks shouldn’t be on the road, 97% of carriers lack safety ratings, and nearly a quarter of drivers stopped during inspections don’t even have a CDL. At the TIA Policy Forum in D.C., industry leaders pushed for long-delayed safety standards and legislation like the Household Goods Shipping …
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The FMCSA Data Crisis (with Danielle Chaffin) | Episode 312
1:06:50
1:06:50
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1:06:50The FMCSA’s sudden shutdown of data feeds threw brokers, carriers, and safety officials into chaos, cutting off access to critical verification tools and exposing major vulnerabilities in the freight system. Criminals are already exploiting these gaps by hijacking FMCSA credentials, altering carrier info, and stealing loads—while the agency fails t…
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Gatekeepers, False Reports, and Other Freight Broker Headaches | Final Mile 111
18:35
18:35
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18:35Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 🚛 Tips for new freight brokers 🎓 How to get training as a freight agent 🛑 Dealing with false reports on Carrier411 Support Our Sponsors: Freight Collection Solutions - Click Here QuikSkope - Get a Free Trial: Click Here Levity: Click Here DAT Freight & Analytics - Get 10…
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Trucking's Death Spiral: Safety, Wages, and Foreign Labor | Episode 311
1:16:22
1:16:22
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1:16:22Veteran trucker Gord Magill joins the podcast to dismantle the “driver shortage” myth. He exposes how cheap labor schemes, like Nebraska recruiting Kenyan drivers, fuel exploitation while rates stay low and safety violations rise. Gord on X: https://x.com/GordMagill/ Gord's Substack: https://autonomoustruckers.substack.com/ Support Our Sponsors: Fr…
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Overcoming Broker Obstacles | Final Mile 110
20:48
20:48
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20:48Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 🚚 Factoring roadblock: New broker stuck on net-30 factoring with no quick pay — is there a workaround? 📞 Building a book: How can a new broker land shippers and sharpen cold-calling strategy? 🏛️ Gov’t freight: Which business certifications actually help brokers win gover…
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The Scam Economy of Freight (with Justin Martin) | Episode 310
1:13:05
1:13:05
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1:13:05The trucking industry is being rocked by fraud schemes that threaten honest brokers, carriers, and shippers. In this episode, Justin Martin (SuperTrucker) exposes tactics like ELD tampering, stolen trailers, and “chameleon carriers” that exploit loopholes and undercut legitimate businesses. He shares red flags to spot, why rates remain depressed, a…
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Finding Trucks, Crossing Borders, and Growing Your Customer Base | Final Mile 109
18:32
18:32
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18:32Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: ❓ How do I scale past $10K/month when my current customers are all small? How do I win bigger shippers, and how should my prospecting and pitch change? 🚚 I got a load from a customer — how do I find a truck now? 🇨🇦 As a broker, can I move CAN–CAN (intra-Canada) loads? 🌍 …
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Uncovering the ELD Fraud Crisis (with Danielle Chaffin) | Episode 309
1:13:46
1:13:46
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1:13:46The ELD mandate was supposed to make highways safer, but instead it’s created one of the biggest security and safety risks in trucking. On this episode, Danielle Chaffin exposes how fraudulent ELDs fuel crashes, enable drivers to break hours-of-service rules, and leak sensitive cargo data—putting every family on the road at risk. Danielle on X: htt…
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Why Shippers Need Brokers and How to Handle Load Hostage Situations | Final Mile 108
20:52
20:52
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20:52Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 🚫 How to address customers that ask for quotes but never award you business 🤝 Why shippers use brokers instead of going direct to carriers ⚖️ Breaking down negotiating during a hostage load situation Support Our Sponsors: Freight Collection Solutions - Click Here QuikSko…
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Improving Your Sales Skills as a Freight Broker | Episode 308
55:19
55:19
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55:19Top freight sales pros don’t win with flashy pitches or closing tricks—they succeed by truly listening. This episode shows how strategic questioning, genuine curiosity, and overcoming ego-driven barriers create the trust and understanding that drive lasting customer relationships. Support Our Sponsors: Freight Collection Solutions - Click Here Quik…
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Tanker Loads, Prospecting, and Authority Aging | Final Mile 107
16:10
16:10
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16:10Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 💰 Bulk Tanker Profitability – Which pays more for dedicated contracts: food-grade or non-hazmat chemical tankers? We break down the pros, cons, and market factors so you can chase the best rates. 📧 Email-Only Prospects – Stuck with a shipper who only wants to email? Lear…
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Preparing Your Freight Brokerage for Succession | Episode 307
59:32
59:32
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59:32Learn how to turn your freight brokerage into a business that thrives without you. We’ll cover the first hires you should make, how to protect and transfer customer relationships, and the smart way to structure your business for maximum value. Whether you’re selling soon or years from now, these strategies will set you up for long-term success. Sup…
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Survival in a Changing Market | Final Mile 106
18:19
18:19
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18:19Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 🚛 Is demand for freight brokers declining, and are small brokers still relevant? ❄️ Tips for finding carriers for 2–3 pallet frozen LTL loads. 🛣️ How to transition from owner-operator to freight broker. 💸 What to do if you misquote a load and face a potential loss. Suppo…
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DAT's Convoy Acquisition: Transforming Freight Automation | Episode 306
51:30
51:30
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51:30DAT’s acquisition of Convoy’s tech platform marks a major leap in freight innovation—pairing the largest load board with cutting-edge automation. Bill Driegert, EVP at DAT and co-founder of Uber Freight, explains how the platform streamlines carrier procurement, automates up to 98% of loads, and slashes brokerage costs. With DAT’s full ecosystem—lo…
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Growing Your Book of Business & Hostage Loads | Final Mile 105
20:52
20:52
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20:52Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 🚛 Customer keeps asking for quotes but never books — what to do? 📈 How to find new shippers and grow beyond one customer. 🚨 Carrier holding freight hostage — who do you report it to? Support Our Sponsors: Freight Collection Solutions - Click Here QuikSkope - Get a Free T…
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How to Manage Your Brokerage's Profits in Market Cycles | Episode 305
59:24
59:24
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59:24How can freight brokerages stay profitable in the toughest market in modern history? In this episode, we break down real strategies—like cross-training staff and maintaining a growth mindset—that help companies survive downturns and stay competitive when margins shrink. Support Our Sponsors: Freight Collection Solutions - Click Here QuikSkope - Get…
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Bids and RFPs for Freight Brokers | Final Mile 104
19:52
19:52
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19:52Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 💰 Walmart Bid: New broker asks if bidding 94.75% of Walmart’s RPM is a smart strategy. 🤬 Broker Backlash: Trucker calls brokers “legal scammers” and slams their role in the industry. 🎁 Gifts & Content: Best/worst customer gifts and best/worst social media posts for leads…
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AI Revolutionizing Freight | Episode 304
1:02:06
1:02:06
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1:02:06AI isn’t the future—it’s already transforming freight. In this episode, we chat with Thilo from Levity AI about how tools like ChatGPT and Levity are automating quoting, tracking, and sales insights to boost broker productivity and eliminate soul-crushing tasks. Support Our Sponsors: Freight Collection Solutions - Click Here QuikSkope - Get a Free …
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Broker vs Dispatcher & More | Final Mile 103
16:40
16:40
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16:40Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: Broker vs Dispatcher: We break down the differences between a freight broker and a dispatcher, and whether one person can legally and effectively perform both roles. Fraudulent Carrier Scenario: A listener shares a case where a broker paid a fraudulent carrier and now re…
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Protecting Your Customer's Shipments | Episode 303
58:47
58:47
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58:47Today’s freight thieves are no longer just hijackers—they're hackers, posing as carriers by infiltrating email accounts and exploiting weak verification processes. In this episode, we break down a real theft case where criminals redirected a shipment using a hacked carrier profile, exposing the failure of standard vetting methods. We reveal how the…
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Market Shifts and Innovation with QuikSkope | Episode 302
54:49
54:49
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54:49In this episode, Ben Kowalski and Mike Fullam break down current freight market challenges, including tariffs and shifting consumer habits. They also discuss the new version of QuiksSkope, a tool designed to combat freight fraud and improve accountability in the transportation industry. Support Our Sponsors: Freight Collection Solutions - Click Her…
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Expedite Loads, CWT vs Linehaul Rates | Final Mile 101
19:45
19:45
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19:45Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: Expedite freight for aerospace industry Flat rates vs. CWT – how to switch Quoting linehaul-only rates without fuel Support Our Sponsors: Freight Collection Solutions - Click Here QuikSkope - Get a Free Trial: Click Here Levity: Click Here DAT Freight & Analytics - Get 1…
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Why Most Freight Sales Reps Fail | Episode 301
56:46
56:46
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56:46Why do 95% of new sales reps wash out in their first year? This episode uncovers the mindset shifts, psychological hurdles, and authentic communication strategies that separate top freight brokers from those who struggle. Whether you're building a sales team or trying to thrive in the industry yourself, you'll get actionable insights to transform y…
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Securing Your Freight: Insurance, Theft Prevention, and Broker Best Practices | Final Mile 100
15:37
15:37
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15:37Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: "What insurance coverage does a freight broker actually need—Contingent Cargo, General Liability, or both?" "Two friends had loads stolen due to email hacks—how can brokers prevent this type of fraud?" "Should brokers call a driver before booking, or is email confirmatio…
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Our Best Freight Brokerage Advice | Episode 300
54:52
54:52
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54:52We’re celebrating 300 episodes by sharing the most valuable lessons we’ve learned in building a successful freight brokerage. From finding your niche and qualifying leads to building strong carrier relationships and tracking profit—not just revenue—this episode is packed with time-tested strategies. Whether you're new or seasoned, these fundamental…
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Software, LTL, & Low Rates | Final Mile 99
21:13
21:13
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21:13Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 📦 Recommended freight broker software tools to manage rate confirmations, BOLs, PODs, and invoices. 🚚 Strategies for pricing and moving LTL (Less-than-Truckload) shipments. 🥔 What to do when shippers underpay: Can brokers ask for more money without damaging relationships…
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Military logistics is one of the most complex and overlooked areas in transportation. In this episode, we break down how moving freight for the Department of Defense really works—from navigating organizations like SDDC, to managing tight timelines, limited carrier capacity, and high-stakes coordination. You'll also hear firsthand stories and relati…
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Export Rail, Cross-Border Hay, and Load Cancellations | Final Mile 98
16:26
16:26
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16:26Stephen Ruhe & Ben Kowalski answer your freight brokering questions and discuss: 🚆 Export & Domestic Rail Freight - How can brokers source both export and domestic rail freight? 🍁 Moving Hay from Canada to the U.S. - If you’re brokering freight like hay from Canada to the U.S., can you handle customs clearance yourself—or do you need to involve a c…
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Tech in Freight Brokerage | Episode 298
1:02:21
1:02:21
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1:02:21Benjamin and Stephen dive into how technology is changing freight brokerage in this episode of Freight 360: Using TMS and automation to boost efficiency Helping small brokerages adopt and improve tech Avoiding the hype and making sure systems actually work Support Our Sponsors: Freight Collection Solutions - Click Here QuikSkope - Get a Free Trial:…
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Insurance, Sourcing Freight, and Objections | Final Mile 97
23:02
23:02
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23:02Stephen Ruhe & Ben Kowalski answer your freight brokering questions and discuss: ✅ Insurance and surety bond requirements for starting a freight brokerage in Florida 📦 How brokers find loads and the role of load boards vs. direct shippers 🚫 Handling the "we only work with asset-based carriers" objection Support Our Sponsors: Freight Collection Solu…
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The Art of Customer Relationship Building | Episode 297
53:35
53:35
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53:35🎧 This Freight 360 episode explores winning brokerage strategies, industry risks, and economic shifts. -Securing more freight through strong communication and customer value -FMCSA identity verification changes and rising fraud concerns -Tariffs, safety budget cuts, and their economic impact -Tech, AI, and personal productivity tips for brokers Sup…
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Working the Spot Market, Cold Calling Success, and Career Transitions in Logistics | Final Mile 96
20:58
20:58
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20:58Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: 📦 Are load boards enough? — Can brokers actually find spot market loads directly on load boards, or do they first need to secure customers independently and then post the freight? 📞 Cold call math — Out of 80 outbound calls, how many typically answer on the first try? An…
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The Future of Freight Payments: Outgo and DAT | Episode 296
1:09:06
1:09:06
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1:09:06In this episode of Freight 360, we’re joined by Ken Adamo, Chief of Analytics at DAT, and Marcus Womack, CEO and Co-founder of Outgo, to break down the current freight market and DAT’s recent acquisition of Outgo. We discuss how this move enhances payment speed, transparency, and financial control for carriers. Topics include challenges like capaci…
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Training, Automation, & More | Final Mile 95
36:38
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36:38Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: Freight Broker Certificate Courses Canceling a Freight Brokerage Start-Up Covering Step Deck Loads AI for Freight Brokers Support Our Sponsors: Freight Collection Solutions - Click Here QuikSkope - Get a Free Trial: Click Here Levity: Click Here DAT Freight & Analytics -…
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Renegotiating Failed Bids | Episode 295
1:01:24
1:01:24
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1:01:24In this episode of Freight 360, we cover key issues in freight and trucking—from 4% of truckers being unlicensed to low freight volumes and economic pressures. They break down double brokering vs. interlining, highlight fraud and safety risks, and explore challenges in trailer rentals, bids, and project management Support Our Sponsors: Freight Coll…
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DAT Rating, Insurance, and Contracts | Final Mile 94
20:23
20:23
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20:23Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: MC Authority Delay? New brokerage struggling on DAT — is 1.5 years to gain traction legit? Broker Contracts Help Lawyer vs. templates — what’s best for new logistics brokerages? Insurance Needed Hard time raising liability to $2M? Here's where to look. Cameron Pechia…
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Credit Policies for Freight Brokers | Episode 294
1:07:51
1:07:51
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1:07:51This episode exposes real cases of internal fraud at freight brokerages—from agents moving loads under fake approvals to inflating commissions and abandoning contracts. Learn how to protect your business with better system controls, document checks, and shared account access. Plus, hear how China’s tariff cuts could shake up freight volumes—and who…
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