Freight Tech’s Real Bottleneck Isn’t AI, It’s Relationships

Highway Founder & CEO on The End of Trust-Based Freight

Jordan Graft is the Founder & CEO of Highway. He explains why the PDF rate confirmation in your inbox is on its way out and why the high-trust days of brokerage are over. This week's episode is sponsored by Rapido and Chain. Interested in sponsoring our podcast? Send us an email at pbj@freightcaviar.com.

Reed Rivers on Building Freight Flex Around the Hardest Customers in Freight

Reed Rivers is the President & CEO of Freight Flex, a freight brokerage and logistics provider helping freight agents grow. He shares his take on why email needs to die in freight, VC money inflows, and non-competes.    This week's episode is sponsored by  Epay Manager, Goodship, Augument Technologies Inc. Interested in sponsoring our podcast? Send us an email at pbj@freightcaviar.com.

Freight Tech’s Real Bottleneck Isn’t AI, It’s Relationships

Thomas Mella, Co-Founder of TrackFlo, breaks down why freight tech buying decisions are shaped more by integration limits and relationship density than AI capability, and more. This week's episode is sponsored by Epay Manager, Augment Technologies Inc, Goodship Interested in sponsoring our podcast? Send us an email at pbj@freightcaviar.com [pbj@freightcaviar.com].

Why Freight Data Doesn’t Fix Carrier Pricing Without Network Context

Ryan Soskin helped build Convoy’s contract pricing team. Now, as Co-Founder and CEO at GoodShip, he’s giving carriers AI context on lanes, lead times, where contracts quietly fail. This week's episode is sponsored by Rapido Solutions Group and Highway. Interested in sponsoring our podcast? Send us an email at pbj@freightcaviar.com.

The 27-Year-Old Building a $70M Freight Brokerage Out of Birmingham

Will Hopkins is the Co-Founder of Blackbox Logistics, a Birmingham-based freight brokerage nearing a $70M run rate, built through post-COVID cycle swings and open-deck volatility. This week's episode is sponsored by Levity [http://levity.ai] and Chain Interested in sponsoring our podcast? Send us an email at pbj@freightcaviar.com [pbj@freightcaviar.com].