

Ep. #56: Paul Singer, CEO & Cofounder of FleetWorks
Andrew welcomes Paul Singer, CEO and cofounder of FleetWorks, a carrier-facing voice AI agent. It’s been a year and a half since Paul and his cofounder Quang Tran tested the idea for FleetWorks. They signed up for a load board, posted an attractive load, and to their surprise, three carriers responded and negotiated with their AI agent — a product Paul calls “janky” compared to what they have today. “Ever since those three calls, we’ve been off to the races.”
On this episode, Andrew and Paul cover:
- The recent DeepSeek announcement and why it’s a foundational moment for AI
- Paul’s biggest takeaways from his four years working in carrier product for Uber Freight
- What separates FleetWorks from other AI companies and how it's returning 10x the ROI in operating costs for its broker-customers
- The biggest challenges the FleetWorks team has faced so far
- Can a brokerage with a sophisticated tech team build AI on its own?
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*** This episode is brought to you by Rapido Solutions Group. I had the pleasure of working with Danny Frisco and Roberto Icaza at Coyote, as well as being a client of theirs more recently at MoLo. Their team does a great job supplying nearshore talent to brokers, carriers, and technology providers to handle any role necessary, be it customer or carrier support, back office, or tech services. Visit gorapido.com to learn more.
A special thanks to our additional sponsors:
- Cargado – Cargado is the first platform that connects logistics companies and trucking companies that move freight into and out of Mexico. Visit cargado.com to learn more.
- Greenscreens.ai – Greenscreens.ai is the AI-powered pricing and market intelligence tool transforming how freight brokers price freight. Visit greenscreens.ai/freightpod today!
- Metafora – Metafora is a technology consulting firm that has delivered value for over a decade to brokers, shippers, carriers, private equity firms, and freight tech companies. Check them out at metafora.net. ***