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 AIPaul’s biggest takeaways from his four years working in carrier product for Uber FreightWhat separates FleetWorks from other AI companies and how it's returning 10x the ROI in operating costs for its broker-customersThe biggest challenges the FleetWorks team has faced so farCan a brokerage with a sophisticated tech team build AI on its own?