Freight 360

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 first year!
DAT Outgo Factoring for Carriers: Click Here
AscendTMS: Click Here and use promo code RA-freight360! to get AscendTMS FREE for 90 days!
Recommended Products: Click Here
Freight Broker Basics Course: Click Here
Join Our Facebook Group: Click Here
Check out all of our content online: Click Here

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 FREE for 90 days!
Recommended Products: Click Here
Freight Broker Basics Course: Click Here
Join Our Facebook Group: Click Here
Check out all of our content online: Click Here

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:
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 days!
Recommended Products: Click Here
Freight Broker Basics Course: Click Here
Join Our Facebook Group: Click Here
Check out all of our content online: Click Here

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 Factoring for Carriers: Click Here
AscendTMS: Click Here and use promo code RA-freight360! to get AscendTMS FREE for 90 days!
Recommended Products: Click Here
Freight Broker Basics Course: Click Here
Join Our Facebook Group: Click Here
Check out all of our content online: Click Here

“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 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 days!
Recommended Products: Click Here
Freight Broker Basics Course: Click Here
Join Our Facebook Group: Click Here
Check out all of our content online: Click Here