This Side Up - Logistics Tech & Design

“Seeing  large trucking companies and even barge businesses struggling with the same mechanics on the billing and invoicing side, that's when I knew that there was a business to be built." In this episode, Charley Dehoney, CEO and co-founder of Upwell, discusses his extensive background in transportation logistics and how he identified critical challenges in the industry that led to the creation o...

What happens when you try to build "Uber for trucking" and realize brokers don't need replacing—they need better tools? Anthony Sutardja, CEO and co-founder of Parade, takes us through a decade-long journey from failed brokerage to $7 billion capacity management platform. This conversation goes deep on the real economics of freight brokerage: why carrier procurement eats 35% of costs ($44 per load...

In this episode of This Side Up, Garrett breaks down his unconventional approach to building freight tech: live streaming development, open-sourcing a complete TMS, and creating multiple micro-SaaS tools that solve real problems for brokers and carriers. Whether you're running a brokerage, building logistics software, or curious about the indie hacker approach to B2B SaaS, this conversation is pac...

We explore why multi-objective optimization matters more than finding a single "right" answer, how Optym balances traditional algorithms with modern AI, and why garbage in, garbage out is still the biggest challenge in optimization. Shaman also shares hard-won lessons about organizational design, including why platform teams often fail and how Optym structures product teams around business problem...

Join us for a deep dive with Eric Rodriguez, CEO of VendorFlow, who cracked the code on driver communication after watching countless fleet apps fail with 20% adoption rates. Eric shares how his team pivoted from building another driver app to creating a unified communications platform that meets drivers where they already are - SMS. In this episode of This Side Up, Eric breaks down the harsh real...

Join us for an incredible conversation with Samantha Rose, a multi-time founder who's built her career from creating a better spatula to running vertically integrated supply chains and now building cutting-edge ERP systems. Sam shares her unique journey through product design, 3PL operations, and the future of AI-powered business tools. In this episode of This Side Up, Sam breaks down how she scal...

Welcome to This Side Up —the podcast that flips the lid on logistics and supply chain innovation. I’m your host, Andrew Verboncouer, and I’m taking you behind the curtain of an industry that touches everything . From robots and AI to cutting-edge SaaS and game-changing services, we’ll dive into the big ideas—and the brilliant minds—reshaping how the world moves. We are NOT here to talk about foggy...