Finding Trucks, Crossing Borders, and Growing Your Customer Base | Final Mile 109

Nate 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 […]

Finding Trucks, Crossing Borders, and Growing Your Customer Base | Final Mile 109

Uncovering the ELD Fraud Crisis (with Danielle Chaffin) | Episode 309

The 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: […]

Uncovering the ELD Fraud Crisis (with Danielle Chaffin) | Episode 309

Improving Your Sales Skills as a Freight Broker | Episode 308

Top 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:QuikSkope – Get a Free Trial: Click HereLevity: Click HereDAT Freight & Analytics – Get […]

Improving Your Sales Skills as a Freight Broker | Episode 308

Tanker Loads, Prospecting, and Authority Aging | Final Mile 107

Nate 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 […]

Tanker Loads, Prospecting, and Authority Aging | Final Mile 107

Preparing Your Freight Brokerage for Succession | Episode 307

Learn 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 […]

Preparing Your Freight Brokerage for Succession | Episode 307

Survival in a Changing Market | Final Mile 106

Nate 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 […]

Survival in a Changing Market | Final Mile 106

DAT’s Convoy Acquisition: Transforming Freight Automation | Episode 306

DAT’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—load board, factoring, tracking, and […]

DAT’s Convoy Acquisition: Transforming Freight Automation | Episode 306

Growing Your Book of Business & Hostage Loads | Final Mile 105

Nate 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:QuikSkope – Get a Free Trial: Click […]

Growing Your Book of Business & Hostage Loads | Final Mile 105

How to Manage Your Brokerage’s Profits in Market Cycles | Episode 305

How 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:QuikSkope – Get a Free Trial: Click HereLevity: Click HereDAT Freight & Analytics – Get […]

How to Manage Your Brokerage’s Profits in Market Cycles | Episode 305

Bids and RFPs for Freight Brokers | Final Mile 104

Nate 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 […]

Bids and RFPs for Freight Brokers | Final Mile 104

AI Revolutionizing Freight | Episode 304

AI 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:QuikSkope – Get a Free Trial: Click HereLevity: Click HereDAT Freight & Analytics – […]

AI Revolutionizing Freight | Episode 304
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