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 lead lists using niche thinking, sales tools, directories, and AI as a s...
Jul 3
49 min
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 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 ...
Jun 30
13 min
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. Support Our Sponsors: Togo: Click Here OperFi: Click Here QuikSkope - Get a Free Trial: Click Here DAT One - Brokers &a...
Jun 26
52 min
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 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...
Jun 23
19 min
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. 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 Carr...
Jun 19
49 min
Nate Cross & Ben Kowalski answer your freight brokering questions and discuss: ⚠️ Handling carrier threats professionally ✅ Building defensible carrier vetting 📈 Responding to rising rate pushback 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 AscendTM...
Jun 16
15 min
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. 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 ...
Jun 12
1 hr 2 min
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? 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...
Jun 2
14 min
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 access to. We also cover how to interpret CSA scores, where car...
May 29
54 min
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 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-frei...
May 26
17 min
Load more